新型含1，2，4-三氮唑类化合物的设计和合成
摘要
1,5-苯并硫氮杂卓是一类具有重要生理活性的七元杂环化合物,常用作镇静剂和治疗心血管病的药物,对其合成、结构和药理活性的研究一直倍受人们的关注。在以往的报道中,对于三号位含三唑基的1,5-苯并硫氮杂卓未见报道,鉴于此,我们将1,2,4-三唑基引入到三号位,期望得到一系列具有更高生理活性的化合物,然后,我们通过2+2环加成反应将β-内酰胺环这一具有强烈生物活性的结构单元合并到所合成的苯并硫氮杂卓母体分子中,合成了一系列结构新颖的衍生物,并且在此过程中意外的发现了多种反应途径。另外,1,3,4-噁二唑啉类化合物也是一类具有广泛的生物活性,如抗菌,消炎等,所以我们也尝试将1,2,4-三唑基引入到1,3,4-噁二唑啉类化合物中,成功的合成了一系列合成分子中既含有1,2,4-三唑,又含有1,3,4-噁二唑环的化合物2-(1-(1H-1,2,4-三唑)甲基)-3-乙酰基-2,5-二取代芳基-1,3,4-噁二唑啉。
本论文分为以下四部分:
第一章:1,5-苯并硫氮杂卓的文献综述。
该部分是对1,5-苯并硫氮杂卓及其衍生物的重要合成方法、结构、化学改造等在国内外的研究状况作了比较系统的阐述。同时还简要介绍了1,2,4-三唑。
第二章:新型含1,2,4-三唑基苯并硫氮杂卓类化合物的合成及其与氯乙酰氯的环加成反应研究,
主要工作分为三部分:
一、1,3-二芳基-2-(1H-1,2,4-三唑-1-基)-2-丙烯-1-酮的合成
二、2-芳基-4-芳基-3-(1,2,4-三唑-1-基)-2,5-二氢-1,5苯并硫氮杂卓衍生物的合成
三、2,4-二芳基-3-(1,2,4-三氮唑-1-基)-2,3-二氢-1,5-苯并硫氮杂卓与氯乙酰氯的环加成反应研究
第三章:噁二唑啉等杂环化合物的文献综述。
该部分是对1,3,4-噁二唑啉类化合物的重要合成方法、结构、化学改造等在国内外的研究进展。
第四章:2-(1-(1H-1,2,4-三唑)甲基)-3-乙酰基-2,5-二取代芳基-1,3,4-噁二唑啉类化合物的合成和晶体结构。
产物结构经过元素分析、IR、MS和HNMR得到确认,对其波谱性质进行了讨论,部分化合物进行了单晶结构确认。
The 1,5-benzothiazepines are a kind of seven-membered ring heterocyclic compounds which possess many physiological properties. They are often used as tranquilizer and medicines for cardiovascular disease. Scientist shown great ardor in it’s synthesis, structure, and physiological properties research. In previous literatures, the research of 3 triazole substituted 1,5-benzothiazepines is seldom. Therefore, we expect to realize reinforcement of many physiological activities by introduction of 1,2,4-triazole ring into 1,5-benzothiazepine, and obtained a series of new compounds with stronger biological activities. In addition, we combined 1,2,4-oxodiazole which has strong biological activities with 1,5-benzothiazepines by 2+2 cycoladdition reaction respectively, and a series of derivatives with novel structures were synthesized. We discovered several unexpected reaction paths in the same course of reaction.
1,3,4-oxadiazoles compounds are also well known to highly active, such as antibacterium, antiphlogosis. Therefore, we try to bring the 1H-1,2,4-triazole moiety into 1,3,4-oxadiazole compounds. We synthetize successfully a series of 2-(1-(1H-1,2,4- triazola) methyl)-3- acetyl-2,5-disubstituted aryl-1,3,4-oxadiazoline, which both contain 1H-1,2,4-triazole moiety and 1,3,4-oxadiazole moiey.
The thesis includes four major parts:
The first part is the literature review of 1,5-benzothiazepines. The important synthetic methods, structure and chemical transformation of l,5-benzothiazepine derivatives that have been studied in China and other countries were explicated systematically and briefly elucidated 1,2,4-triazole ring.
The second part is synthesis and structure characterization of novel 2,3-dihydro-3-arylmethylene 4-aryl-1,5-benzo[b]thiazepine derivatives containing 1,2,4-triazole through 2+2 cycloaddition reaction.
1. General procedure for synthesis of 1,3-diaryl-2-(1H-1,2,4-triazol-1-yl)prop-2-en-1-one.
2. General procedure for synthesis of 2,4-diaryl-3-(1H-1,2,4-triazol-1-yl)-2,5-dihydrobenzo[b][1,4]thiazepine.
3. 2,4-diaryl-3-(1H-1,2,4-triazol-1-yl)-2,5-dihydrobenzo[b][1,4]thiazepine react with 2-chloroacetyl chloride through [2+2] cycloaddition reaction.
The third part is the literature review of 1,3,4-oxadiazole compounds. The important synthetic methods, structure and chemical transformation of 1,3,4-oxadiazole derivatives that have been studied in China and other countries were explicated systematically.
The forth part is synthesis and crystal structure of 2-(1-(1H-1,2,4 - triazola) methyl)-3- acetyl-2,5-disubstituted aryl-1,3,4-oxadiazoline.
Above all, the structures of the new compounds were confirmed by elememtal analysis,IR, 1H NMR and MS spectral data, and discussed it’s spectral property. We give single crystal discussion to part of these compoundes.
本论文分为以下四部分:
第一章:1,5-苯并硫氮杂卓的文献综述。
该部分是对1,5-苯并硫氮杂卓及其衍生物的重要合成方法、结构、化学改造等在国内外的研究状况作了比较系统的阐述。同时还简要介绍了1,2,4-三唑。
第二章:新型含1,2,4-三唑基苯并硫氮杂卓类化合物的合成及其与氯乙酰氯的环加成反应研究,
主要工作分为三部分:
一、1,3-二芳基-2-(1H-1,2,4-三唑-1-基)-2-丙烯-1-酮的合成
二、2-芳基-4-芳基-3-(1,2,4-三唑-1-基)-2,5-二氢-1,5苯并硫氮杂卓衍生物的合成
三、2,4-二芳基-3-(1,2,4-三氮唑-1-基)-2,3-二氢-1,5-苯并硫氮杂卓与氯乙酰氯的环加成反应研究
第三章:噁二唑啉等杂环化合物的文献综述。
该部分是对1,3,4-噁二唑啉类化合物的重要合成方法、结构、化学改造等在国内外的研究进展。
第四章:2-(1-(1H-1,2,4-三唑)甲基)-3-乙酰基-2,5-二取代芳基-1,3,4-噁二唑啉类化合物的合成和晶体结构。
产物结构经过元素分析、IR、MS和HNMR得到确认,对其波谱性质进行了讨论,部分化合物进行了单晶结构确认。
The 1,5-benzothiazepines are a kind of seven-membered ring heterocyclic compounds which possess many physiological properties. They are often used as tranquilizer and medicines for cardiovascular disease. Scientist shown great ardor in it’s synthesis, structure, and physiological properties research. In previous literatures, the research of 3 triazole substituted 1,5-benzothiazepines is seldom. Therefore, we expect to realize reinforcement of many physiological activities by introduction of 1,2,4-triazole ring into 1,5-benzothiazepine, and obtained a series of new compounds with stronger biological activities. In addition, we combined 1,2,4-oxodiazole which has strong biological activities with 1,5-benzothiazepines by 2+2 cycoladdition reaction respectively, and a series of derivatives with novel structures were synthesized. We discovered several unexpected reaction paths in the same course of reaction.
1,3,4-oxadiazoles compounds are also well known to highly active, such as antibacterium, antiphlogosis. Therefore, we try to bring the 1H-1,2,4-triazole moiety into 1,3,4-oxadiazole compounds. We synthetize successfully a series of 2-(1-(1H-1,2,4- triazola) methyl)-3- acetyl-2,5-disubstituted aryl-1,3,4-oxadiazoline, which both contain 1H-1,2,4-triazole moiety and 1,3,4-oxadiazole moiey.
The thesis includes four major parts:
The first part is the literature review of 1,5-benzothiazepines. The important synthetic methods, structure and chemical transformation of l,5-benzothiazepine derivatives that have been studied in China and other countries were explicated systematically and briefly elucidated 1,2,4-triazole ring.
The second part is synthesis and structure characterization of novel 2,3-dihydro-3-arylmethylene 4-aryl-1,5-benzo[b]thiazepine derivatives containing 1,2,4-triazole through 2+2 cycloaddition reaction.
1. General procedure for synthesis of 1,3-diaryl-2-(1H-1,2,4-triazol-1-yl)prop-2-en-1-one.
2. General procedure for synthesis of 2,4-diaryl-3-(1H-1,2,4-triazol-1-yl)-2,5-dihydrobenzo[b][1,4]thiazepine.
3. 2,4-diaryl-3-(1H-1,2,4-triazol-1-yl)-2,5-dihydrobenzo[b][1,4]thiazepine react with 2-chloroacetyl chloride through [2+2] cycloaddition reaction.
The third part is the literature review of 1,3,4-oxadiazole compounds. The important synthetic methods, structure and chemical transformation of 1,3,4-oxadiazole derivatives that have been studied in China and other countries were explicated systematically.
The forth part is synthesis and crystal structure of 2-(1-(1H-1,2,4 - triazola) methyl)-3- acetyl-2,5-disubstituted aryl-1,3,4-oxadiazoline.
Above all, the structures of the new compounds were confirmed by elememtal analysis,IR, 1H NMR and MS spectral data, and discussed it’s spectral property. We give single crystal discussion to part of these compoundes.
引文
1.刑其毅,金声,李景波.七元杂环1,2,4-二取代-2,3,4,5-四氢-苯并(1:5)硫氮杂卓[J].化学学报. 1966, 32(3): 247-251.
2. Junko Kurokawa, Satomi Adachi-Akahane, Taku Nagao. Effects of a novel,potent benzothiazepine Ca2q channel antagonist[J]. European Journal of Phamacology. 1997, 325: 229-236.
3. Masafumi Hagiwara, Satomi Adachi-Akahane, Taku Nagao. High -affinity Binding of [3H]DTZ323 to the diltiazem-binding site of L- type Ca2+ channels[J]. European Journal of Phamacology. 2003, 466: 63-71.
4. J. Krapcho, Chesres F.Turk.Substituted 2,3-Dihydro-1,5-benzothiaze- pin-4(5H)-one and related Compounds.Ⅱ.A new class of antidepress- ants[J]. Journal of Medicinal Chemistry. 1966, 9(2): 191-195.
5. A. K. Gupta and U. C. Pant.Syntheses of some new 1,5-benzothiazepi n-4(5H)-ones[J]. Indian Journal of Chemistry. 1981, 20B: 157-159.
6. R. Buyle and H. G.Niehe.α-Chloro-enamines-Ⅳ: Aminated heterocyc- les from the reaction of phosgene with substituted Acetamides[J]. Tetrahedron. 1969, 25: 3453-3459.
7. Girwar Singh, Neeraj Kumar, Ashok K. Yadav, and A. K. Mishra . Syntheses of Some New 1,5-Benzothiazepine Derivatives and Their Ribofuranosides as Antimicrobial Agents[J]. Heteroatom Chemistry. 2002, 13(7): 620-624.
8. W. Ried and E. K?nig. Reaktionen von acetylenketonen mit Nucleophilen agenzien vom typ des o-phenylendiamins, o-Amino- thiophenols und N1-disubstituierten hydrazins[J]. Liebigs Annalen der Chemie. 1972, 755: 24-31.
9. Sandeep Nigam and Y. C. Joshi. Synthesis of novel derivatives of 1,5-benzothiazepines(part 1)[J]. Phosphorus, Sulfur, and Silicon. 2003, 178: 1583–1586.
10. K. Hidhe and O. Hankoνszky. Benzazepines. II. Preparation and reactions of 2,3-dihydro-6,7-benzo-1,5-thiazepines[J]. Acta Chimica Academiae Scientiarum Hungaricae.1968, 56(4): 405-11.
11. W. Ried and W. Marx. Thesen kondensierter 7-gliedriger heterocyclen mit 1 stickstoff-und 1-schwefelatom[J]. Chemische Berichte. 1957, 90: 2683- 2687.
12. Willam D. Stephens and Lamar Field.A Seven-Membered Heterocycle from o-Amonobenzenethiol and Chalcone[J]. Journal of Organic Chemistry. 1959, 24: 1576.
13. A. LéΝAI and R. BOGNáR. Oxazepines and thiazepines,Ⅲ[J]. Acta Chimica Academiae Scientiarum Hungaricae. 1977, 92(4): 415-419.
14.金声,刑其毅.一些2-甲基-4-芳基-2,3-二氢-(1,5)苯并硫氮杂卓及其中间体结构的研究[J].科学通报. 1980: 20-22.
15.刑其毅,金声,马金石,齐大勇.二氢和四氢-2-甲基-4-芳基(1,5)苯并硫氮杂卓的构象分析(I)[J].有机化学. 1983, 2: 92-96.
16.杨福德,金声,刑其毅.二氢和四氢-2-甲基-4-芳基(1,5)苯并硫氮杂卓的构象分析(Ⅱ)[J].有机化学. 1985, 3: 212-21.
17.苏邦瑛,孙贤育,伍国景,蒋丽金.氢化苯并硫氮杂卓核磁共振谱的研究Ⅰ.1H核磁共振谱[J].分析化学. 1981, 9(1): 30-33.
18.孙贤育,苏邦瑛,蒋丽金,伍国景,张水珍.氢化苯并硫氮杂卓核磁共振谱的研究Ⅱ.13C核磁共振谱[J].分析化学. 1981, 9(2): 136- 142.
19. Wamhoff H.,马敬骥. 2-甲基-1,5-苯并硫氮杂卓的基态和激发态反应的研究Ⅰ.2-甲基-1,5-苯并硫氮杂卓-4(5H)-酮的卤化和亲核取代反应[J].化学学报. 1987, 45: 166-171.
20. Wamhoff H.,马敬骥. 2-甲基-1,5-苯并硫氮杂卓的基态和激发态反应的研究Ⅱ.2-甲基-1,5-苯并硫氮杂卓的光异构化和Fries重排[J].化学学报. 1987, 45: 172-179.
21.李媛,黄保华,吕迎潮,金声,刑其毅.邻氨基苯硫基-1-酮缩合反应动力学及机理[J].物理化学学报. 1998, 14(11): 1048-1052.
22. Om Prakash, Ajay Kumar, Anil Sadana, Richa Prakash. Study of the reaction of chalcone analogs of dehydroacetic acid and o-aminothio- phenol: synthesis and structure of 1,5-benzothiazepines and 1,4-benz- othiazines[J]. Tetrahedron. 2005, 61: 6642-6651.
23. U.C.Pant, B.A.Gaur and M.Chug. Syntheses of 1,5-benzothiazepines : PartⅡsynthesis of 4-aryl-2-carboxy-2,3-dihydro-1,5-benzothiaze- pines[J]. Indian J. Chem. 1987, 26B: 947-950
24. U.C.Pant and M.Chug. Syntheses of 1,5-benzothiazepines: PartⅥsynthesis of 4-(p-anisyl)-2-carboxy-2,3-dihydro-8-substituted-1.5-ben- zothiazepines[J]. Indian Journal of Chemistry. 1989, 28B: 437-438.
25. Seema Pant, Anshu Bhatia, Anita Sharma and U. C. Pant. Synthesis of 1,5-benzothiazepines: PartⅫ-Synthesis of 2,3-dihydro and 2,5-dihyd- ro-1,5-benzothiazepines[J]. Indian Journal of Chemistry. 1994, 33B: 885- 887.
26. Torsten Blitzke, Dieter Sicker and Horst Wilde. Organic synthesis based on 2-oxoglutaric acid.Ⅴ. Syntheses of novel 2H-1,4-benzothia- zines and a 2,5-dihydro-1,5-benzothiazepine[J]. Journal of Heterocyclic Chemistry. 1997, 34: 453-455.
27. M.Sindler-Kulyk and D. C. Neckers. Photochemistry of 2-phenylben- zothiazole with ethoxyacetylene and ethoxypropyne. Synthesis of 1.5-benzothiazepines[J]. Journal of Organic Chemistry. 1982, 47: 4914-4919.
28.黄保华.二氢-1,5-苯并二氮杂卓与重氮乙酸乙酯的不对称环加成反应[D].北京:北京大学博士学位论文. 1996年.
29. Rao O.M., GIRidhar T., Reddy R. B. et al.. Indian Journal of Heterocyclic Chemistry.1995, 5(2): 145.
30. Lan Ruo-Xi, Jin Sheng, Li Zheng-Ming. Chinese Chemical Letters. 1992, 3(1): 9.
31.许家喜,兰若曦,金声. 1a,3-二苯基-1,1,4,4-四氯-1a,2,3,4-四氢-1H-吖丙啶并[2,1-e][1,6]苯并硫氮杂辛的合成及晶体结构[J].高等学校化学学报. 1998, 19(11): 1774-1776.
32.许家喜,兰若曦,金声.3-甲基-1a-(4-甲氧基苯基)-1,1-二氯-1,1a,2,3-四氢-吖丙啶并[2,1-e]1,5-苯并硫氮杂卓的合成和晶体结构[J].化学学报. 1999, 57: 1359-1363.
33.许家喜,兰若曦,金声. 3-甲基-1a-芳基-1,1-二氯-1,1a,2,3-四氢-吖丙啶并[2,1-e]1,5-苯并硫氮杂卓的电子轰击质谱的研究[J].质谱学报. 1999, 20(3,4): 41-42.
34. Bao Yu Mi, Sheng Jin. New heterocyclic system synthesisⅠReaction of dihydro-1,5-benzo-diazepines and thiazepines with ethoxycarbonyl-carbene[J]. Chinese Chemical Letters. 1991, 12(2): 925-926.
35. Qi-yi Xing, Hong-zhong Wang, Xin Zhou, Sheng Jin. A study of the reaction between 2,4-disubstituted-2,3-dihydro-1,5-benzothiazepines and ketenes generated in situ from chloro and dichloroacetyl chlorides[J]. Journal of Heterocyclic Chemistry. 2001, 38: 561-567.
36.王洪钟,姚丹,许家喜,金声. 2-芳基-2,3-二氢-1,5-苯并硫氮杂卓与卡宾反应机理的研究[J].厦门大学学报(自然科学版). 1999, 38: 333.
37. Wu Chun-zan, Huang Jia-xing, Zhang Qi-han and Xu Jia-xi. Further investigation on the rearrangement mechanism of reactions of 1,5- benzothiazepines with ethoxycarbonylcarbene[J]. Chemical Resrarsh of Chinese University. 2006, 22(1): 36-39.
38.薛振祥.二氯菊酸生产工艺路线评述[J].农药. 1995, 34(11): 29-33.
39.吴春赞.噁唑啉、亚胺酯与苯氧乙酰氯反应的研究[J].北京大学校长基金论文集, 2003, 1-6.
40.仲兆金,刘浚.新型碳青霉烯类抗生素[J].中国新药杂志. 2002,11(2): 116—123.
41.刘倩,吴松,梁晓天. 1β-甲基碳青霉烯类抗生素关键中间体的合成进展[J].中国药物化学杂志. 2003, 13(4):241-248.
42.孟祥明,俞一贇,石景,傅尧.自由基环化制备β-内酰胺的理论研究.2008, 28(4), 485-692
43.李清.烯酮的合成与应用[J].天津化工. 1999, 8: 36-38.
44. Base A. K., Chaing Y. H., Manhas M. S.. Electroreduction de dihalogeno-methylenes cyclobutanes nouvelle voie d’acces aux dimethylenes cyclobutenes[J]. Tetrahedron Letter. 1972, 13: 4899-4901.
45. Brown M., Burnett D. A., Calpen M. A..Trans diastereoselective syntheses of 3-alkyl substitutedβ-lactams via the acid chloride-imine reaction of nonactivated acid chlorides[J]. Tetrahedron Letter. 1995, 36(15): 2555-2558.
46. Hart D. J., Ha D. C.. The ester enolate-imine condensation route toβ- Lactams[J]. Chemistry Review. 1989, 89: 1447-1465.
47. Cossi F. P., Roa G., Lecea B. et al. Substituent and solνent effects in the [2+2] cycloaddition reaction between olefins and isocyanates[J]. Journal of the American Chemical Society. 1995, 117(49): 12306-12313.
48. Hegedus L. S., Week G., Andrea S. D..Evidence for the intermediacy of Chromium-ketene complexes in the synthesis of beta-lactams by the Photolytic reaction of chromium-carbene complexes with imines, use in amino acid synthesis[J]. Journal of the American Chemical Society. 1988, 110(7): 2122 -2126.
49. Khumtaveeporm L., Alper H.. Transition metal mediated carbonyl- ative ring expansion of heterocyclic compounds[J]. Acc. Chem. Res. 1995, 28: 414-422.
50. Bossio R., Marcos C. F., Marcaccini S. et al. A facile synthesis ofβ-lactam based on the isocyanide chemistry[J]. Tetrahedron Letter. 1997, 38: 2519.
51. ARON SZ?LL?SY and GEORGE KOTOΝYCH. The synthesis and the nuclear magnetic resonance study ofβ-lactam derivatives of 1,5- benzothiazepines[J]. Canadian Journal of Chemistry. 1988, 66: 279-282.
52.李媛,杜彩云,杨秋青. 1,5-苯并硫氮杂卓氯代β-内酰胺衍生物的合成光谱及立体化学[J].高等学校化学学报. 1999, 20(6): 906-908.
53.李媛,杜彩云,孙娜,金声,刑其毅. 1,5-苯并硫氮杂卓-α-苯基-β-内酰胺的合成及晶体结构[J].结构化学. 1998, 17(6): 459-462.
54.李媛,杜彩云,金声. 1,5-苯并硫氮杂卓-α-苯基-β-内酰胺的合成,结构及谱学性质[J].高等学校化学学报. 1999, 20(9): 1409-1411.
55.李旭,李媛,于静敏. 1,5-苯并硫氮杂卓β-内酰胺的合成[J].厦门大学学报(自然科学版). 1999, 38: 445.
56.张萍,郝振芳,李媛. 1,5-苯并硫氮杂-α-氨基-β-内酰胺衍生物的合成及立体结构[J].高等学校化学学报. 2002, 23(11): 2102-2105.
57.孙娜,李媛,王继业,杜彩云.薄层色谱法分离测定1,5苯并硫氮杂卓-α-氯代-β-内酰胺[J].色谱. 1999, 17(6): 604-605.
58. Hao Zhen-fang, Li Yuan. Determination of 2-(4-chloridebenzoyl)-4- benzoyl-1,5-benzothiazepion-α-succinimide-β-lactam by HPLC method[J]. Journal of Hebei Normal University. 2003, 27(1): 92-93.
59. Zhu Zhi-jia, Wang Lan-zhi, LI Yuan. Determination of 2-p-methoxy- phenyl-4-phenyl-1,5-benzothiazepines-α-oxazolidonyl-β-lactam by RP -HPLC[J]. FEXI CESHI XUEBAO. 2003, 22(3): 92-93.
60.王兰芝,朱智甲,辛云,张萍.高效液相色谱法测定1,5-苯并硫氮杂卓-α-(N-噁唑烷酮基)-β-内酰胺类化合物[J].理化检验-化学分册. 2004, 40(7): 421-422.
61. Li Yuan, He Shu-mei. The characteristics of IR, MS, 1H NMR spectra of two kinds of 1,5-benzothiazepine-β-lactams[J]. Chinese Journal of Spectroscopy Laboratory. 1998, 15(4): 23-25.
62. Yang Qiu-qing, Li Yuan, Li Xu. Spectral studies of 1,5-benzothiaze- pine-α-amino-β-lactam devatiνes[J]. Journal of Analytical Science. 2001, 17(5): 395-398.
63. Liu Lei, Zhang Ping, Li Yuan. Synthesis and crystal structure of 4-phenyl-2-(p-methoxy)phenyl-1.5-benzo-thiazepine-α,α-dimethyl-β- lactam[J].JieGouHuaXue.2002, 21(5): 545-548.
64. Zhang Ping, Guo Xiu-bin, Song Zhi-yi. Synthesis and crystal structure ofβ-lactam derivatives of 1,5-benzothiazepines under microwave Irradiation[J]. Chinese Journal of Organic Chemistry. 2002, 22(9): 642-645.
65. Zhang Ping, Li Weng-hong, Li Yuan. Synthesis ofα-bromo-β-lactam derivatives under microwave Irradiation[J]. Chinese Journal of Organic Chemistry. 2004, 24(3): 334-337.
66.陈庆华. 1,3-极环加成反应在有机合成方面的新进展[J].有机化学. 1988, 8: 193-205.
67.许家喜,金声. 1,3,3a-三苯基-5-(2-溴苯基)-3a,4,5,11-四氢-3H-1,2,4-三唑并[4,3-d]1,5-苯并硫氮杂卓的合成和晶体结构[J].北京大学学报(自然科学版). 1998, 34(4): 442-446.
68. G De Sarro, A ChuimIRri, A De Sarro. 5H-[1,2,4]Oxadiazolo[5,4-d]1,5-benzothiazepines as anticovulsant agents in DBA/2 mice[J]. European Journal of Medicinal Chemistry. 1995, 30: 925-929.
69. Jiang L. H., Liu S. P., Li G. P. et al. Chinese Journal of Structural Chemistry. 1992, 11(4): 297-301.
70. XU Jia-Xi, JIN Sheng. Chinese Chemistry Letter. 1992,3(3): 18.
71. XU Jia-Xi, JIN Sheng. Thermal cycloaddition reaction of symmetrical and unsymmetricalα-diazo-β-diketones with 4-aryl-2-methyl-2,3- dihydro-1,5-benzothia/diazepines[J]. Heteroatom Chemistry. 1999,10(1): 35- 40.
72. Albert Lévi. Synthesis and chemical transformations of 1,5-benzo- thiazepines[J]. Journal of Heterocyclic Chemistry. 2000, 37: 199-214.
73. K.P.Jadhav and D.B.Ingle. Synthesis of 2,4-diary-2,3-dihydro-1,5- benzothiazepines & the IR 1,1-dioxides asantibacterial agents[J]. Indian Journal of Chemistry. 1983, 22B: 180-182.
74. Anshu Dandia, Meha Sati. Green chemical approach for facile one-pot synthesis of 2,4,8-trisubstituted-l,5-benzo-thiazepines and their dioxides under microwave irradiation[J]. Journal of Sulfuric Chemislry. 2004, 25: 283-289.
75. G. Tóth, A. Léνai,B. Balázs,and A. Simon. An efficient procedure for the preparation of 3-acetyl-2,3-dihydro-benzothiazoles by ring contraction of 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines under acetylating conditions[J]. Liebigs Annalender Chemie. 1997, 3: 995-998.
76.王乃兴,李纪生.三唑类化合物合成的新进展[J].化学通报. 1994, 11: 6-11.
77.吕建平.1H-1,2,4-三唑的合成[J].安徽化工. 1994, 1: 26-27.
78. Besan J., Kovacs M., Kulcsar L. et al. Process for the preparation of 1,2,4-triazole[P]. DE: 3205348.
79. Besan J., Kovaca M.,Kulcsar L.et al. Application and preparation of 1,2,4-triaole[P]. HU: 28158.
80.高旭,黄明智,任天瑞.三唑类除草剂的研究和开发利用[J].农药. 2001, 40(9): 7-8.
81.段建忖,唐红霞.1,2,4-三唑类杀菌剂的研究进展[J].河南化工. 2002, 6: 6-8.
[1]段建忖,唐红霞.1,2,4-三唑类杀菌剂的研究进展[J].河南化工.. 2002, 6: 6-8.
[2] Laliberte R. Anthelmintic activhes of chalconesand related compounds[J].Can J Pharm Sci., 1967, 2(2): 37-43.
[3]何克勤,程桂芳.查尔酮类化合物对过敏性慢反应物质拮抗作用的构效关系[J].药学学报, 1996, 11: 878-880.
[4] De Vincenzo R., Ferlini C., Distefano M., et al. In vitro evaluation of newly developed chalcone analogues in human cancer cell[J]. Cancer Chemother Pharmacol. 2000, 46(4): 305-312.
[5]秦正龙.杀菌的N-1,2,4-三唑类化合物概述[J].安徽化工. 1995, 79 (2): 13-18.
[6]孙亚栋.新型含1,2,4-三唑及苯并三唑类杂环衍生物的合成[D].新疆:新疆大学化学化工学院, 2006年.
[7]邓义,刘卫东,兰支利,王晓光.新型N-甲氧基- N-苯基氨基甲酸酯类化合物的合成及生物活性研究.化学通报. 2005, 5, 394-397
[8]苏冰,鲍亚杰,李洪军,王雅丽,李晓东.对甲氧基-α-溴代苯乙酮的合成.中国医药工业杂志.2001, 32 (8), 374
[9] Jianbing Liu, Lichun Li, Hong Dai, Zhun Liu, Jianxin Fang. Synthesis and biological activities of new 1H-1,2,4-triazole derivatives containing ferrocenyl moiety. Journal of Organometallic Chemistry. 2006, 691, 2686–2690
[10]杨德保,杨春,徐峰,刘方明*;新型2,3-二氢-3-芳亚甲基-4-芳基-1,5-苯并硫氮杂卓的合成及表征;有机化学. 2008, 28(6): 1029-1034.
[11] Weiss K., Fitscha P., Gazso A. et al. Calcium blockers: antiathero- genic action by influencing the prostaglandin system [J]. Prog. Clin. Biol. Res. 1989, 301: 353-357.
[12] Etingin O. R., Hajjar D. P. Calcium channel blockers enhance cholesteryl ester hydrolysis and decrease total cholesterol accumulation in human sortic tissue [J]. CIRc. Rec. 1990, 66(1): 185- 190.
[13] KIRsanova G. Y., Tsorin I. B., Chickanov G. G. Neutrophil-derived cation proteins as inhibitors of nonenzymic fibrinolytic and anticoagulant activitives of blood plasma[J]. Farmakol. Toksikol. 1989, 35(3): 103-108.
[14] Takeda M., Oishi A., Nakajina H.et al. Modulation of calcium- dependent potassium transport by modifications of the NAD+/NADH ratio in intact human red cells [J]. Biochemistry. Biophysics Acta. 1986, 2: 408-411.
[15] Ewa Mogilnicka, Anna Czyrak and Jerzy Maj. Dihydropyridine calcium channel antagonistsreduce immobility in the mouse behavioral despair test; antidepressants facilitate nifedipine action [J]. European Journal of Pharmacology. 1987, 138(3): 413-416.
[16] Corral C., Lissavetzky J., Valdolmillos A. M.. Synthesis of 10-(4- Methyl-1-piperazinyl)thieno[3,2-b][1,5] benzoxazepines[J]. Journal of Heterocyclic Chemistry. 1985, 22: 1349-1352.
[17] Barry A. Bunin, Jonathan A. Ellman A general and expedient method for the solid-phase synthesis of 1,4-benzodiaze-pine derivatives[J]. Journal of the American Chemical Society.1992,114(27): 10997-10998
[18] Jitender B. Bariwal, Kuldip D. Upadhyay, Atul T. Manvar, Jalpa C. Trivedi, Jyoti S. Singh, Kishor S. Jain, Anamik K. Shah, 1,5-benzothiazepine, a versatile pharmacophore: A review. European Journal of Medicinal Chemistry. 2008, 43, 2279-2290
[19] Michael Ciesielski, Daniela Pufky , Manfred Doring. A convenient new synthesis of fused 1,2,4-triazoles: the oxidation of heterocyclic hydrazones using copper dichloride. Tetrahedron .2005,61:5942–5947
[20] Om Prakash, Ajay Kumar, Anil Sadana, Richa Prakash, Shiv P. Singh, Rosa M. Claramunt, Dionisia Sanz, Ibon Alkorta and Jose′Elguero. Study of the reaction of chalcone analogs of dehydroacetic acid and o-aminothiophenol: synthesis and structure of 1,5-benzothiazepines and 1,4-benzothiazines. Tetrahedron.2005,61:6642–6651
[21]陈文彬,金桂玉.新型含硫三唑类化合物的合成及生物活性研究[J].高等学校化学学报. 2001, 22(7): 1147-115.
[22] Willam D. Stephens and Lamar Field.A Seven-Membered Heterocycle from o-Amonobenzenethiol and Chalcone[J]. Journal of Organic Chemistry. 1959, 24: 1576.
[23] Gopal L. Khatik, Gaurav Sharma, Raj Kumar,Asit K. Chakraborti. Scope and limitations of HClO4–SiO2 as an extremely efficient, inexpensive, and reusable catalyst for chemoselective carbon–sulfur bond formation. Tetrahedron.2007,63 :1200–1210
[24] De Bao Yang, Fang-Ming Liu*, Feng Xu, Chun Yang, Jia-Wei Ye, Song-Wei Shen, Ying-Lei Zhou, Wei Li;Synthesis and structure characterization of new 1,2,4-oxadiazolo[4,5-d]-1,5-benzothiazepines derivatives containing 2-phenyl-1,2,3-triazole through 1,3-dipolar cycloaddition reaction; Molecular Diversity(springer).2008, 12: 103-109.
[25]金声,王洪钟,黄保华. 2,4-二取代基二氢-1,5-苯并二氮杂卓与乙氧羰基卡宾环化加成的立体[J].合成化学. 1997,增刊: 564.
[26]仉文升,李良安.药物化学[M].北京:高等教育出版社. 1999, 9: 572-602.
[27] Jia-xi Xu, Gang Zuo, Qi-han Zhang, Wing Lai Chan. Stereospecific Synthesis of2-Phthalimido-2a,3,4,5-Tetrahydro-1H-azeto[2,1-d][1,5]benzothiazepin-1-ones.Heteroatom Chemistry. 2002, 13(3), 276-279
[28] Aron Szollosy, George Kotovych, Aron Szllsy and George Kotovych.The synthesis and the nuclear magnetic resonance study ofβ-1actam derivatives of 1,5- benzothiazepines. Canadian Journal of Chemistry. 1988, 66, 279-282
[29]Qi-yi Xing,Hong-zhong Wang,Xin Zhou,Sheng Jin,Yue-ming Li, and Albert S.C.Chan. A Study of the Reaction Between 2,4-Disubstituted-2,3-dihydro-1,5-benzothiazepines and Ketenes Generated in situ from Chloro and Dichloroacetyl Chlorides. Journal of Heterocyclic Chemistry.2001,38,561-567.
[30] Jia-xi Xu.A structurally diverse heterocyclic library: A benzothiazepine-fusedβ-lactam library derived from reaction of 2,3-dihydro-1,5-benzothiazepines and acyl chlorides: Synthesis and stereochemistry. Molecular Diversity.2005,9: 45–49.
[31]Xu Huang,Jia-xiXu.Stereospecific Synthesis of Azeto[2,1-d]-[1,5]benzothiazepin/diazepin-1-ones. Heteroatom Chemistry.2003,14(6),564-569.
[1]柏再苏,王大翔.杂环、基因工程和二十一世纪的农药[[J].农药. 1998, 37(6): 2-6.
[2]广东农林学院植物化学保护教研组,植物化学保护(1976年12月第1版)[M].北京:教育出版社. 1976, 156.
[3] Gibson M.S. Hydrazones. III. Intramolecular 1,3-dipolar additions involving nitro- and carbonyl groups [J].Tetrahedron. 1962,18: 1377-1380.
[4] Saxena V.K., Singh A.R., Agarwai, R.K.,Mehra, S.C. Synthesis and biological properties of Some basic N-(5-aryl-1,3,4-oxadiazol-2-yl)propanamides and butanamides[J]. Indian Journal of Chemistry Society. 1983, 60(6): 575-577.
[5] Mazzone G., Bonina F., Puglisi G., Reina R. Amigo C.C., Blandino G. Synthesis and biological evaluation of some 5-aryl-2-amino-1,3,4-oxa(thia)diazoles [J]. Faimaco,Ed.Sci. 1982, 37 (1):685-700.
[6] Sont R.P. Synthesis of 6-hydroxy-[1,3,4]-oxadiazolo[2,3-b]benzimidazoles [J]. J. Prakt. Chem. 1981, 323(15): 853-856.
[7] Mazzone G., Puglisi G., Panico A.M., Pignatelio R., Corsaro A., Caruso A., Leone M.G., Amico R.M. Synthesis and biological activity of acetamides, arylureas and 2-alkoxyphenyl-6-phenyl-1,3,4-oxa(thia)diazole-[3,2-a]-S-triazin-5,7-diones derived from 2-amino-5-alkoxyphenyl-1,3,4-oxa(thia)diazole [J]. Farmaco Education Science. 1987, 42(12): 963-972.
[8] Many M.S.R., Ranelingam T. Snythesis and biological activity of 2- substituted-6 -carbethoxy-5(H)H-oxo-1,3,4-oxadiazolo(4,5-a)pyrimidines [J]. Indian Journal of Chemistry Seciont.B. 1988, 278(3):293-294.
[9] Pachhamia V.L., Parikh A.R. Studies on 2,5-disubstituted-1,3,4-oxadiazoles. Part II. Preparation and antimicrobial activity of 2-arylsulfonamido!-carbamylarylmethylamino -5-(4'-pyridyl)-1,3,4-oxadiazoles [J]. Indian Journal of Chemistry Society. 1988, 65(5):357-361.
[10] Dehuri S.N., Nayak A. Studies on heterocyclic compounds. Part V. Synthesis and antimicrobial activities of N-bridged thiazole and imidazole derivatives [J]. Indian Journal of Chemistry Society. 1982, 59 (10):1170-1173.
[11] Husain M., Imtiaz., Nasir M., Search for new hypoglycemic agents. Part III. Biguanide derived from 1,3,4-oxadiazoles and thiazoles [J]. Journal of the Indian Chemical Society. 1976, 53(3):305-306.
[12] Dehuri S.N., Pradhan P.C., Nayak A. Synthesis of condensed pyrimidine derivatives from heterocyclic amines and 1,3-dicarbonyl compounds [J]. Indian Journal of Chemistry, SectionB: Organic Chemistry Including Medicinal Chemistry. 1983, 228(8): 815-816.
[13] Deck M.E., Sawi E.E. Studies on heterocyclic primary amines [J]. Indian Journal of Chemistry Society. 1980, 57: 1243-1244.
[14] Lee S.L., Cameron A.M., Warkentin J. Thermolysis of 3-1,3,4-oxadiazolin-2-ones [J]. Canadian Journal of Chemistry. 1972, 50(14): 2326-2331.
[15] Zoghbi M., Warkentin J. Substituent effects of rate constants for thermal [4-PI+2-PI] Cycloreversion of spiro-fused beta-lactam oxadiazoline [J]. Canadian Journal of Chemistry. 1993, 71(6): 907-911.
[16] Zoghbi M., Horne S.E., Warkentin J. Intermolecular reactions of beta-lactam-4-ylidenes with alkenes, alcohols, and acetic-acid-spiro-fused beta-lactam cyclopropanes, 4-alkoxy beta-lactams, and a 4-acetoxy beta-lactam [J]. Journal of Organic Chemistry. 1994, 59(15): 4090-4095.
[17] Zoghbi M., Warkentin. Substituent effects of rate constants for thermal [4-PI+2-PI]cycloreversion of spiro-fused beta-lactam oxadiazolines [J]. Canadian Journal of Chemistry -Revue Canadienne De Chimie. 1997,1 (6): 907-911
[18] Zoghbi M., Warkentin J. Spiro fused beta-lactam cyclopropenes [J]. Canadian Journal of Chemistry. 1992, 70 (12):2967-2971.
[19] Zoghbi M., Warkentin J. Beta-lactam-4-ylidens [J]. Canadian Journal of Chemistry. 1991, 56(10): 3214-3215.
[20] Yang R.Y., Dai L.X. Hypervalent iodine oxidation of N-aculhydrazones and N-phenylsemicarbaz one-an efficient method for the synthesis of derivatives of 1,3,4-oxadiazoles and delta(3)-1,3,4- oxadiazolines [J]. Journal of Organic Chemistry. 1993, 58(12): 3381-3383.
[21] Chiba T., Okimoto M. Electrooxidative cyclization of N-acylhydrazones of aldehydes and ketones to delta-3-1,3,4-oxadiazolines and 1,3,4-oxadiazoles [J]. Journal of Organic Chemistry. 1992, 57(5), 1375-1379.
[22] Shao L., Zhang Z.F., Liu F.M. Synthesis of new 1,2,4-oxadiazolines containing 2-phenyl-1,2,3-triazolyl by 1,3-dipolar cycloaddition reaction [J]. Chinese Journal of Organic Chemistry. 2004, 24(2): 219-223.
[23] Yale H.L., Losee K., Martine J., Holsing M., Peny F.M., Bernstein J. Chemotherapy of Experimental Tuberculosis.Ⅷ.The Synthesis of acid Hydrazides, their Derivatives and Related Compounds [J]. Journal of the American Chemical Society. 1953, 75: 1933.
[24] Walker G.N., Moore M.A. 3-Aminomethylindoles and 2-(3-Indolyl) oxazolidines from Indole-3-aldimines. Some Observation on the Acetylation of Schiff Base [J]. Journal of Organic Chemistry. 1961,26:432-439.
[1].陈江,许瑞卿,宋宝安*,金林红,胡德禹,杨松,张国平. 2-取代苯基-5-(3,4,5-三甲氧基苯基)-1,3,4-噁二唑衍生物的合成及生物活性研究.有机化学. 2006, 26 (10): 1418-1423
[2]. Linhong Jin, Jiang Chen, Baoan Song,* Zhuo Chen, Song Yang, Qianzhu Li, Deyu Hu, Ruiqing Xu. Synthesis, structure, and bioactivity of N0-substituted benzylidene- 3,4,5-trimethoxybenzohydrazide and 3-acetyl-2-substituted phenyl-5-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1,3,4-oxadiazole derivatives. Bioorganic & Medicinal Chemistry Letters. 2006, 16, 5036–5040
[3]. Abdel, K. M.; Mohga, M. E.; Nasser, S. A. Synthesis and Reactions of Some New Heterocyclic Carbohydrazides and Related Compounds as Potential Anticancer Agents. Molecules. 2003, 8, 744.
[4].张自义,陈立民,冯小明,曾福礼.酰氨基硫脲及其相关杂环衍生物的研究XII: 1-(α-苯基氰乙酰胺基)-3-芳酰基硫脲及3-(α-苯基氰甲基)-4-芳酰基-1,2,4-三唑-5-硫酚衍生物的合成.有机化学, 1989, 9 (2): 150
[5]. Zhanxiang Liu,* Jinlong Zhao and Xian Huang*. Solid-phase synthesis of 1,3,4-oxadiazoline-5-thione derivatives from resin-bound acylhydrazines. Bioorganic & Medicinal Chemistry Letters. 2006, 16, 1828–1830
[6].耿亮,雷鸣,王彦广.异噁唑基取代的1,2,4-噁二唑啉和吡唑啉类化合物的合成.有机化学. 2005, 25 (06): 690-695
[7]. Gülhan Turan-Zitouni*, Zafer As?m Kaplanc?kl, Mehmet Taha Y?ld?z, Pierre Chevallet,Demet Kaya. Synthesis and antimicrobial activity of 4-phenyl/cyclohexyl-5-(1-phenoxyethyl)-3-[N-(2-thiazolyl)acetamido]thio-4H-1,2,4-triazole derivatives. European Journal of Medicinal Chemistry. 2005, 40, 607–613
[8].Naik Anil D., Marchand Brynaert, Jacqueline, Garcia, Yann. A simplified approach to N-and N,N’-linked 1,2,4-triazoles by transamination. Synthesis. 2008, 1, 149-154
[9]. Jin, Zh.; Huo, A.H.; Liu, T.; Hu, Y.; Liu, J.-B.; Fang, J.-X. Journal of Organometallic Chemistry. 2005, 690, 1226–1232
[10]. Boz′ena Modzelewska-Banachiewicz, Jacek Banachiewicz, Anna Chodkowska ,Ewa Jagie??o-Wójtowicz , Liliana Mazur. Synthesis and biological activity of new derivatives of 3-(3,4-diaryl-1,2,4-triazole-5-yl)propenoic acid .European Journal of Medicinal Chemistry. 2004, 39, 873–877
[11]毕秀成,李德江,傅和青. 2-芳基-3-N-丙酰基-5-苄养苯基-1,3,4-噁二唑啉类衍生物的合成.化学试剂. 2007, 29(2), 94-96
[12] De-Bao Yang, Fang-Ming Liu*, Song-Wei Shen, Ying-Lei Zhou, Jia-Wei Ye.Crystal structure of 1-(2-((1H-1,2,4-triazol-1-yl)methyl)-2,5-diphenyl-1,3,4-oxadiazol-3(2H)-yl)ethanone, C19H17N5O2.Z. Kristallogr. NCS .2008, 223, 503-504
[13]. Yan Li, Jie Liu, Hongquan Zhang, Xiangping Yang and Zhaojie Liu. Stereoselective synthesis and fungicidal activities of (E)-α-(methoxyimino)-benzeneacetate derivatives containing 1,3,4-oxadiazole ring. Bioorganic & Medicinal Chemistry Letters. 2006, 16, 2278–2282
[14].邓义,刘卫东,兰支利,王晓光.新型N-甲氧基-N-苯基氨基甲酸酯类化合物的合成及生物活性研究.化学通报. 2005, 5, 394-397
[15]. Pei-Lin Wu,Shao-Yu Peng,Joe Magrath. 1-Acyl-2-alkylhydrazines by the reduction of acylhydrazones. Synthesis. 1995, 4, 435-438
[16]. Michael J.Hearn and Phet-Yoon Chanyaputhipong.Preparation and spectroscopic properities of 3-acyl-1,3,4-oxadiazolines. Journal of Heterocyclic Chemistry. 1995, 32,1647
[17].刘方明,于建新,王玮,刘罡,刘育亭. 2,5-二取代基-1,3,4-噁二唑及1,3,4-噁二唑啉类化合物的合成有机化学. 1999, 19, 316-320
[18]. Qiu Chen, Fang-ming Liu, Feng Xu, Chun Yang.Synthesis of new heterocyclic compound having 1,2,3-triazole and isoxazole rings in a single molecular. Journal of Heterocyclic Chemistry. 2008, 45, 77-83
[19].杨德保,刘方明*,杨春,沈松伟,周英雷,徐峰,叶嘉炜;2-(1-(1H-1,2,4-三唑)甲基)-3-乙酰基-2,5-二取代芳基-1,3,4-噁二唑啉类化合物的合成.有机化学. 2009, 29(2), 269-273
2. Junko Kurokawa, Satomi Adachi-Akahane, Taku Nagao. Effects of a novel,potent benzothiazepine Ca2q channel antagonist[J]. European Journal of Phamacology. 1997, 325: 229-236.
3. Masafumi Hagiwara, Satomi Adachi-Akahane, Taku Nagao. High -affinity Binding of [3H]DTZ323 to the diltiazem-binding site of L- type Ca2+ channels[J]. European Journal of Phamacology. 2003, 466: 63-71.
4. J. Krapcho, Chesres F.Turk.Substituted 2,3-Dihydro-1,5-benzothiaze- pin-4(5H)-one and related Compounds.Ⅱ.A new class of antidepress- ants[J]. Journal of Medicinal Chemistry. 1966, 9(2): 191-195.
5. A. K. Gupta and U. C. Pant.Syntheses of some new 1,5-benzothiazepi n-4(5H)-ones[J]. Indian Journal of Chemistry. 1981, 20B: 157-159.
6. R. Buyle and H. G.Niehe.α-Chloro-enamines-Ⅳ: Aminated heterocyc- les from the reaction of phosgene with substituted Acetamides[J]. Tetrahedron. 1969, 25: 3453-3459.
7. Girwar Singh, Neeraj Kumar, Ashok K. Yadav, and A. K. Mishra . Syntheses of Some New 1,5-Benzothiazepine Derivatives and Their Ribofuranosides as Antimicrobial Agents[J]. Heteroatom Chemistry. 2002, 13(7): 620-624.
8. W. Ried and E. K?nig. Reaktionen von acetylenketonen mit Nucleophilen agenzien vom typ des o-phenylendiamins, o-Amino- thiophenols und N1-disubstituierten hydrazins[J]. Liebigs Annalen der Chemie. 1972, 755: 24-31.
9. Sandeep Nigam and Y. C. Joshi. Synthesis of novel derivatives of 1,5-benzothiazepines(part 1)[J]. Phosphorus, Sulfur, and Silicon. 2003, 178: 1583–1586.
10. K. Hidhe and O. Hankoνszky. Benzazepines. II. Preparation and reactions of 2,3-dihydro-6,7-benzo-1,5-thiazepines[J]. Acta Chimica Academiae Scientiarum Hungaricae.1968, 56(4): 405-11.
11. W. Ried and W. Marx. Thesen kondensierter 7-gliedriger heterocyclen mit 1 stickstoff-und 1-schwefelatom[J]. Chemische Berichte. 1957, 90: 2683- 2687.
12. Willam D. Stephens and Lamar Field.A Seven-Membered Heterocycle from o-Amonobenzenethiol and Chalcone[J]. Journal of Organic Chemistry. 1959, 24: 1576.
13. A. LéΝAI and R. BOGNáR. Oxazepines and thiazepines,Ⅲ[J]. Acta Chimica Academiae Scientiarum Hungaricae. 1977, 92(4): 415-419.
14.金声,刑其毅.一些2-甲基-4-芳基-2,3-二氢-(1,5)苯并硫氮杂卓及其中间体结构的研究[J].科学通报. 1980: 20-22.
15.刑其毅,金声,马金石,齐大勇.二氢和四氢-2-甲基-4-芳基(1,5)苯并硫氮杂卓的构象分析(I)[J].有机化学. 1983, 2: 92-96.
16.杨福德,金声,刑其毅.二氢和四氢-2-甲基-4-芳基(1,5)苯并硫氮杂卓的构象分析(Ⅱ)[J].有机化学. 1985, 3: 212-21.
17.苏邦瑛,孙贤育,伍国景,蒋丽金.氢化苯并硫氮杂卓核磁共振谱的研究Ⅰ.1H核磁共振谱[J].分析化学. 1981, 9(1): 30-33.
18.孙贤育,苏邦瑛,蒋丽金,伍国景,张水珍.氢化苯并硫氮杂卓核磁共振谱的研究Ⅱ.13C核磁共振谱[J].分析化学. 1981, 9(2): 136- 142.
19. Wamhoff H.,马敬骥. 2-甲基-1,5-苯并硫氮杂卓的基态和激发态反应的研究Ⅰ.2-甲基-1,5-苯并硫氮杂卓-4(5H)-酮的卤化和亲核取代反应[J].化学学报. 1987, 45: 166-171.
20. Wamhoff H.,马敬骥. 2-甲基-1,5-苯并硫氮杂卓的基态和激发态反应的研究Ⅱ.2-甲基-1,5-苯并硫氮杂卓的光异构化和Fries重排[J].化学学报. 1987, 45: 172-179.
21.李媛,黄保华,吕迎潮,金声,刑其毅.邻氨基苯硫基-1-酮缩合反应动力学及机理[J].物理化学学报. 1998, 14(11): 1048-1052.
22. Om Prakash, Ajay Kumar, Anil Sadana, Richa Prakash. Study of the reaction of chalcone analogs of dehydroacetic acid and o-aminothio- phenol: synthesis and structure of 1,5-benzothiazepines and 1,4-benz- othiazines[J]. Tetrahedron. 2005, 61: 6642-6651.
23. U.C.Pant, B.A.Gaur and M.Chug. Syntheses of 1,5-benzothiazepines : PartⅡsynthesis of 4-aryl-2-carboxy-2,3-dihydro-1,5-benzothiaze- pines[J]. Indian J. Chem. 1987, 26B: 947-950
24. U.C.Pant and M.Chug. Syntheses of 1,5-benzothiazepines: PartⅥsynthesis of 4-(p-anisyl)-2-carboxy-2,3-dihydro-8-substituted-1.5-ben- zothiazepines[J]. Indian Journal of Chemistry. 1989, 28B: 437-438.
25. Seema Pant, Anshu Bhatia, Anita Sharma and U. C. Pant. Synthesis of 1,5-benzothiazepines: PartⅫ-Synthesis of 2,3-dihydro and 2,5-dihyd- ro-1,5-benzothiazepines[J]. Indian Journal of Chemistry. 1994, 33B: 885- 887.
26. Torsten Blitzke, Dieter Sicker and Horst Wilde. Organic synthesis based on 2-oxoglutaric acid.Ⅴ. Syntheses of novel 2H-1,4-benzothia- zines and a 2,5-dihydro-1,5-benzothiazepine[J]. Journal of Heterocyclic Chemistry. 1997, 34: 453-455.
27. M.Sindler-Kulyk and D. C. Neckers. Photochemistry of 2-phenylben- zothiazole with ethoxyacetylene and ethoxypropyne. Synthesis of 1.5-benzothiazepines[J]. Journal of Organic Chemistry. 1982, 47: 4914-4919.
28.黄保华.二氢-1,5-苯并二氮杂卓与重氮乙酸乙酯的不对称环加成反应[D].北京:北京大学博士学位论文. 1996年.
29. Rao O.M., GIRidhar T., Reddy R. B. et al.. Indian Journal of Heterocyclic Chemistry.1995, 5(2): 145.
30. Lan Ruo-Xi, Jin Sheng, Li Zheng-Ming. Chinese Chemical Letters. 1992, 3(1): 9.
31.许家喜,兰若曦,金声. 1a,3-二苯基-1,1,4,4-四氯-1a,2,3,4-四氢-1H-吖丙啶并[2,1-e][1,6]苯并硫氮杂辛的合成及晶体结构[J].高等学校化学学报. 1998, 19(11): 1774-1776.
32.许家喜,兰若曦,金声.3-甲基-1a-(4-甲氧基苯基)-1,1-二氯-1,1a,2,3-四氢-吖丙啶并[2,1-e]1,5-苯并硫氮杂卓的合成和晶体结构[J].化学学报. 1999, 57: 1359-1363.
33.许家喜,兰若曦,金声. 3-甲基-1a-芳基-1,1-二氯-1,1a,2,3-四氢-吖丙啶并[2,1-e]1,5-苯并硫氮杂卓的电子轰击质谱的研究[J].质谱学报. 1999, 20(3,4): 41-42.
34. Bao Yu Mi, Sheng Jin. New heterocyclic system synthesisⅠReaction of dihydro-1,5-benzo-diazepines and thiazepines with ethoxycarbonyl-carbene[J]. Chinese Chemical Letters. 1991, 12(2): 925-926.
35. Qi-yi Xing, Hong-zhong Wang, Xin Zhou, Sheng Jin. A study of the reaction between 2,4-disubstituted-2,3-dihydro-1,5-benzothiazepines and ketenes generated in situ from chloro and dichloroacetyl chlorides[J]. Journal of Heterocyclic Chemistry. 2001, 38: 561-567.
36.王洪钟,姚丹,许家喜,金声. 2-芳基-2,3-二氢-1,5-苯并硫氮杂卓与卡宾反应机理的研究[J].厦门大学学报(自然科学版). 1999, 38: 333.
37. Wu Chun-zan, Huang Jia-xing, Zhang Qi-han and Xu Jia-xi. Further investigation on the rearrangement mechanism of reactions of 1,5- benzothiazepines with ethoxycarbonylcarbene[J]. Chemical Resrarsh of Chinese University. 2006, 22(1): 36-39.
38.薛振祥.二氯菊酸生产工艺路线评述[J].农药. 1995, 34(11): 29-33.
39.吴春赞.噁唑啉、亚胺酯与苯氧乙酰氯反应的研究[J].北京大学校长基金论文集, 2003, 1-6.
40.仲兆金,刘浚.新型碳青霉烯类抗生素[J].中国新药杂志. 2002,11(2): 116—123.
41.刘倩,吴松,梁晓天. 1β-甲基碳青霉烯类抗生素关键中间体的合成进展[J].中国药物化学杂志. 2003, 13(4):241-248.
42.孟祥明,俞一贇,石景,傅尧.自由基环化制备β-内酰胺的理论研究.2008, 28(4), 485-692
43.李清.烯酮的合成与应用[J].天津化工. 1999, 8: 36-38.
44. Base A. K., Chaing Y. H., Manhas M. S.. Electroreduction de dihalogeno-methylenes cyclobutanes nouvelle voie d’acces aux dimethylenes cyclobutenes[J]. Tetrahedron Letter. 1972, 13: 4899-4901.
45. Brown M., Burnett D. A., Calpen M. A..Trans diastereoselective syntheses of 3-alkyl substitutedβ-lactams via the acid chloride-imine reaction of nonactivated acid chlorides[J]. Tetrahedron Letter. 1995, 36(15): 2555-2558.
46. Hart D. J., Ha D. C.. The ester enolate-imine condensation route toβ- Lactams[J]. Chemistry Review. 1989, 89: 1447-1465.
47. Cossi F. P., Roa G., Lecea B. et al. Substituent and solνent effects in the [2+2] cycloaddition reaction between olefins and isocyanates[J]. Journal of the American Chemical Society. 1995, 117(49): 12306-12313.
48. Hegedus L. S., Week G., Andrea S. D..Evidence for the intermediacy of Chromium-ketene complexes in the synthesis of beta-lactams by the Photolytic reaction of chromium-carbene complexes with imines, use in amino acid synthesis[J]. Journal of the American Chemical Society. 1988, 110(7): 2122 -2126.
49. Khumtaveeporm L., Alper H.. Transition metal mediated carbonyl- ative ring expansion of heterocyclic compounds[J]. Acc. Chem. Res. 1995, 28: 414-422.
50. Bossio R., Marcos C. F., Marcaccini S. et al. A facile synthesis ofβ-lactam based on the isocyanide chemistry[J]. Tetrahedron Letter. 1997, 38: 2519.
51. ARON SZ?LL?SY and GEORGE KOTOΝYCH. The synthesis and the nuclear magnetic resonance study ofβ-lactam derivatives of 1,5- benzothiazepines[J]. Canadian Journal of Chemistry. 1988, 66: 279-282.
52.李媛,杜彩云,杨秋青. 1,5-苯并硫氮杂卓氯代β-内酰胺衍生物的合成光谱及立体化学[J].高等学校化学学报. 1999, 20(6): 906-908.
53.李媛,杜彩云,孙娜,金声,刑其毅. 1,5-苯并硫氮杂卓-α-苯基-β-内酰胺的合成及晶体结构[J].结构化学. 1998, 17(6): 459-462.
54.李媛,杜彩云,金声. 1,5-苯并硫氮杂卓-α-苯基-β-内酰胺的合成,结构及谱学性质[J].高等学校化学学报. 1999, 20(9): 1409-1411.
55.李旭,李媛,于静敏. 1,5-苯并硫氮杂卓β-内酰胺的合成[J].厦门大学学报(自然科学版). 1999, 38: 445.
56.张萍,郝振芳,李媛. 1,5-苯并硫氮杂-α-氨基-β-内酰胺衍生物的合成及立体结构[J].高等学校化学学报. 2002, 23(11): 2102-2105.
57.孙娜,李媛,王继业,杜彩云.薄层色谱法分离测定1,5苯并硫氮杂卓-α-氯代-β-内酰胺[J].色谱. 1999, 17(6): 604-605.
58. Hao Zhen-fang, Li Yuan. Determination of 2-(4-chloridebenzoyl)-4- benzoyl-1,5-benzothiazepion-α-succinimide-β-lactam by HPLC method[J]. Journal of Hebei Normal University. 2003, 27(1): 92-93.
59. Zhu Zhi-jia, Wang Lan-zhi, LI Yuan. Determination of 2-p-methoxy- phenyl-4-phenyl-1,5-benzothiazepines-α-oxazolidonyl-β-lactam by RP -HPLC[J]. FEXI CESHI XUEBAO. 2003, 22(3): 92-93.
60.王兰芝,朱智甲,辛云,张萍.高效液相色谱法测定1,5-苯并硫氮杂卓-α-(N-噁唑烷酮基)-β-内酰胺类化合物[J].理化检验-化学分册. 2004, 40(7): 421-422.
61. Li Yuan, He Shu-mei. The characteristics of IR, MS, 1H NMR spectra of two kinds of 1,5-benzothiazepine-β-lactams[J]. Chinese Journal of Spectroscopy Laboratory. 1998, 15(4): 23-25.
62. Yang Qiu-qing, Li Yuan, Li Xu. Spectral studies of 1,5-benzothiaze- pine-α-amino-β-lactam devatiνes[J]. Journal of Analytical Science. 2001, 17(5): 395-398.
63. Liu Lei, Zhang Ping, Li Yuan. Synthesis and crystal structure of 4-phenyl-2-(p-methoxy)phenyl-1.5-benzo-thiazepine-α,α-dimethyl-β- lactam[J].JieGouHuaXue.2002, 21(5): 545-548.
64. Zhang Ping, Guo Xiu-bin, Song Zhi-yi. Synthesis and crystal structure ofβ-lactam derivatives of 1,5-benzothiazepines under microwave Irradiation[J]. Chinese Journal of Organic Chemistry. 2002, 22(9): 642-645.
65. Zhang Ping, Li Weng-hong, Li Yuan. Synthesis ofα-bromo-β-lactam derivatives under microwave Irradiation[J]. Chinese Journal of Organic Chemistry. 2004, 24(3): 334-337.
66.陈庆华. 1,3-极环加成反应在有机合成方面的新进展[J].有机化学. 1988, 8: 193-205.
67.许家喜,金声. 1,3,3a-三苯基-5-(2-溴苯基)-3a,4,5,11-四氢-3H-1,2,4-三唑并[4,3-d]1,5-苯并硫氮杂卓的合成和晶体结构[J].北京大学学报(自然科学版). 1998, 34(4): 442-446.
68. G De Sarro, A ChuimIRri, A De Sarro. 5H-[1,2,4]Oxadiazolo[5,4-d]1,5-benzothiazepines as anticovulsant agents in DBA/2 mice[J]. European Journal of Medicinal Chemistry. 1995, 30: 925-929.
69. Jiang L. H., Liu S. P., Li G. P. et al. Chinese Journal of Structural Chemistry. 1992, 11(4): 297-301.
70. XU Jia-Xi, JIN Sheng. Chinese Chemistry Letter. 1992,3(3): 18.
71. XU Jia-Xi, JIN Sheng. Thermal cycloaddition reaction of symmetrical and unsymmetricalα-diazo-β-diketones with 4-aryl-2-methyl-2,3- dihydro-1,5-benzothia/diazepines[J]. Heteroatom Chemistry. 1999,10(1): 35- 40.
72. Albert Lévi. Synthesis and chemical transformations of 1,5-benzo- thiazepines[J]. Journal of Heterocyclic Chemistry. 2000, 37: 199-214.
73. K.P.Jadhav and D.B.Ingle. Synthesis of 2,4-diary-2,3-dihydro-1,5- benzothiazepines & the IR 1,1-dioxides asantibacterial agents[J]. Indian Journal of Chemistry. 1983, 22B: 180-182.
74. Anshu Dandia, Meha Sati. Green chemical approach for facile one-pot synthesis of 2,4,8-trisubstituted-l,5-benzo-thiazepines and their dioxides under microwave irradiation[J]. Journal of Sulfuric Chemislry. 2004, 25: 283-289.
75. G. Tóth, A. Léνai,B. Balázs,and A. Simon. An efficient procedure for the preparation of 3-acetyl-2,3-dihydro-benzothiazoles by ring contraction of 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines under acetylating conditions[J]. Liebigs Annalender Chemie. 1997, 3: 995-998.
76.王乃兴,李纪生.三唑类化合物合成的新进展[J].化学通报. 1994, 11: 6-11.
77.吕建平.1H-1,2,4-三唑的合成[J].安徽化工. 1994, 1: 26-27.
78. Besan J., Kovacs M., Kulcsar L. et al. Process for the preparation of 1,2,4-triazole[P]. DE: 3205348.
79. Besan J., Kovaca M.,Kulcsar L.et al. Application and preparation of 1,2,4-triaole[P]. HU: 28158.
80.高旭,黄明智,任天瑞.三唑类除草剂的研究和开发利用[J].农药. 2001, 40(9): 7-8.
81.段建忖,唐红霞.1,2,4-三唑类杀菌剂的研究进展[J].河南化工. 2002, 6: 6-8.
[1]段建忖,唐红霞.1,2,4-三唑类杀菌剂的研究进展[J].河南化工.. 2002, 6: 6-8.
[2] Laliberte R. Anthelmintic activhes of chalconesand related compounds[J].Can J Pharm Sci., 1967, 2(2): 37-43.
[3]何克勤,程桂芳.查尔酮类化合物对过敏性慢反应物质拮抗作用的构效关系[J].药学学报, 1996, 11: 878-880.
[4] De Vincenzo R., Ferlini C., Distefano M., et al. In vitro evaluation of newly developed chalcone analogues in human cancer cell[J]. Cancer Chemother Pharmacol. 2000, 46(4): 305-312.
[5]秦正龙.杀菌的N-1,2,4-三唑类化合物概述[J].安徽化工. 1995, 79 (2): 13-18.
[6]孙亚栋.新型含1,2,4-三唑及苯并三唑类杂环衍生物的合成[D].新疆:新疆大学化学化工学院, 2006年.
[7]邓义,刘卫东,兰支利,王晓光.新型N-甲氧基- N-苯基氨基甲酸酯类化合物的合成及生物活性研究.化学通报. 2005, 5, 394-397
[8]苏冰,鲍亚杰,李洪军,王雅丽,李晓东.对甲氧基-α-溴代苯乙酮的合成.中国医药工业杂志.2001, 32 (8), 374
[9] Jianbing Liu, Lichun Li, Hong Dai, Zhun Liu, Jianxin Fang. Synthesis and biological activities of new 1H-1,2,4-triazole derivatives containing ferrocenyl moiety. Journal of Organometallic Chemistry. 2006, 691, 2686–2690
[10]杨德保,杨春,徐峰,刘方明*;新型2,3-二氢-3-芳亚甲基-4-芳基-1,5-苯并硫氮杂卓的合成及表征;有机化学. 2008, 28(6): 1029-1034.
[11] Weiss K., Fitscha P., Gazso A. et al. Calcium blockers: antiathero- genic action by influencing the prostaglandin system [J]. Prog. Clin. Biol. Res. 1989, 301: 353-357.
[12] Etingin O. R., Hajjar D. P. Calcium channel blockers enhance cholesteryl ester hydrolysis and decrease total cholesterol accumulation in human sortic tissue [J]. CIRc. Rec. 1990, 66(1): 185- 190.
[13] KIRsanova G. Y., Tsorin I. B., Chickanov G. G. Neutrophil-derived cation proteins as inhibitors of nonenzymic fibrinolytic and anticoagulant activitives of blood plasma[J]. Farmakol. Toksikol. 1989, 35(3): 103-108.
[14] Takeda M., Oishi A., Nakajina H.et al. Modulation of calcium- dependent potassium transport by modifications of the NAD+/NADH ratio in intact human red cells [J]. Biochemistry. Biophysics Acta. 1986, 2: 408-411.
[15] Ewa Mogilnicka, Anna Czyrak and Jerzy Maj. Dihydropyridine calcium channel antagonistsreduce immobility in the mouse behavioral despair test; antidepressants facilitate nifedipine action [J]. European Journal of Pharmacology. 1987, 138(3): 413-416.
[16] Corral C., Lissavetzky J., Valdolmillos A. M.. Synthesis of 10-(4- Methyl-1-piperazinyl)thieno[3,2-b][1,5] benzoxazepines[J]. Journal of Heterocyclic Chemistry. 1985, 22: 1349-1352.
[17] Barry A. Bunin, Jonathan A. Ellman A general and expedient method for the solid-phase synthesis of 1,4-benzodiaze-pine derivatives[J]. Journal of the American Chemical Society.1992,114(27): 10997-10998
[18] Jitender B. Bariwal, Kuldip D. Upadhyay, Atul T. Manvar, Jalpa C. Trivedi, Jyoti S. Singh, Kishor S. Jain, Anamik K. Shah, 1,5-benzothiazepine, a versatile pharmacophore: A review. European Journal of Medicinal Chemistry. 2008, 43, 2279-2290
[19] Michael Ciesielski, Daniela Pufky , Manfred Doring. A convenient new synthesis of fused 1,2,4-triazoles: the oxidation of heterocyclic hydrazones using copper dichloride. Tetrahedron .2005,61:5942–5947
[20] Om Prakash, Ajay Kumar, Anil Sadana, Richa Prakash, Shiv P. Singh, Rosa M. Claramunt, Dionisia Sanz, Ibon Alkorta and Jose′Elguero. Study of the reaction of chalcone analogs of dehydroacetic acid and o-aminothiophenol: synthesis and structure of 1,5-benzothiazepines and 1,4-benzothiazines. Tetrahedron.2005,61:6642–6651
[21]陈文彬,金桂玉.新型含硫三唑类化合物的合成及生物活性研究[J].高等学校化学学报. 2001, 22(7): 1147-115.
[22] Willam D. Stephens and Lamar Field.A Seven-Membered Heterocycle from o-Amonobenzenethiol and Chalcone[J]. Journal of Organic Chemistry. 1959, 24: 1576.
[23] Gopal L. Khatik, Gaurav Sharma, Raj Kumar,Asit K. Chakraborti. Scope and limitations of HClO4–SiO2 as an extremely efficient, inexpensive, and reusable catalyst for chemoselective carbon–sulfur bond formation. Tetrahedron.2007,63 :1200–1210
[24] De Bao Yang, Fang-Ming Liu*, Feng Xu, Chun Yang, Jia-Wei Ye, Song-Wei Shen, Ying-Lei Zhou, Wei Li;Synthesis and structure characterization of new 1,2,4-oxadiazolo[4,5-d]-1,5-benzothiazepines derivatives containing 2-phenyl-1,2,3-triazole through 1,3-dipolar cycloaddition reaction; Molecular Diversity(springer).2008, 12: 103-109.
[25]金声,王洪钟,黄保华. 2,4-二取代基二氢-1,5-苯并二氮杂卓与乙氧羰基卡宾环化加成的立体[J].合成化学. 1997,增刊: 564.
[26]仉文升,李良安.药物化学[M].北京:高等教育出版社. 1999, 9: 572-602.
[27] Jia-xi Xu, Gang Zuo, Qi-han Zhang, Wing Lai Chan. Stereospecific Synthesis of2-Phthalimido-2a,3,4,5-Tetrahydro-1H-azeto[2,1-d][1,5]benzothiazepin-1-ones.Heteroatom Chemistry. 2002, 13(3), 276-279
[28] Aron Szollosy, George Kotovych, Aron Szllsy and George Kotovych.The synthesis and the nuclear magnetic resonance study ofβ-1actam derivatives of 1,5- benzothiazepines. Canadian Journal of Chemistry. 1988, 66, 279-282
[29]Qi-yi Xing,Hong-zhong Wang,Xin Zhou,Sheng Jin,Yue-ming Li, and Albert S.C.Chan. A Study of the Reaction Between 2,4-Disubstituted-2,3-dihydro-1,5-benzothiazepines and Ketenes Generated in situ from Chloro and Dichloroacetyl Chlorides. Journal of Heterocyclic Chemistry.2001,38,561-567.
[30] Jia-xi Xu.A structurally diverse heterocyclic library: A benzothiazepine-fusedβ-lactam library derived from reaction of 2,3-dihydro-1,5-benzothiazepines and acyl chlorides: Synthesis and stereochemistry. Molecular Diversity.2005,9: 45–49.
[31]Xu Huang,Jia-xiXu.Stereospecific Synthesis of Azeto[2,1-d]-[1,5]benzothiazepin/diazepin-1-ones. Heteroatom Chemistry.2003,14(6),564-569.
[1]柏再苏,王大翔.杂环、基因工程和二十一世纪的农药[[J].农药. 1998, 37(6): 2-6.
[2]广东农林学院植物化学保护教研组,植物化学保护(1976年12月第1版)[M].北京:教育出版社. 1976, 156.
[3] Gibson M.S. Hydrazones. III. Intramolecular 1,3-dipolar additions involving nitro- and carbonyl groups [J].Tetrahedron. 1962,18: 1377-1380.
[4] Saxena V.K., Singh A.R., Agarwai, R.K.,Mehra, S.C. Synthesis and biological properties of Some basic N-(5-aryl-1,3,4-oxadiazol-2-yl)propanamides and butanamides[J]. Indian Journal of Chemistry Society. 1983, 60(6): 575-577.
[5] Mazzone G., Bonina F., Puglisi G., Reina R. Amigo C.C., Blandino G. Synthesis and biological evaluation of some 5-aryl-2-amino-1,3,4-oxa(thia)diazoles [J]. Faimaco,Ed.Sci. 1982, 37 (1):685-700.
[6] Sont R.P. Synthesis of 6-hydroxy-[1,3,4]-oxadiazolo[2,3-b]benzimidazoles [J]. J. Prakt. Chem. 1981, 323(15): 853-856.
[7] Mazzone G., Puglisi G., Panico A.M., Pignatelio R., Corsaro A., Caruso A., Leone M.G., Amico R.M. Synthesis and biological activity of acetamides, arylureas and 2-alkoxyphenyl-6-phenyl-1,3,4-oxa(thia)diazole-[3,2-a]-S-triazin-5,7-diones derived from 2-amino-5-alkoxyphenyl-1,3,4-oxa(thia)diazole [J]. Farmaco Education Science. 1987, 42(12): 963-972.
[8] Many M.S.R., Ranelingam T. Snythesis and biological activity of 2- substituted-6 -carbethoxy-5(H)H-oxo-1,3,4-oxadiazolo(4,5-a)pyrimidines [J]. Indian Journal of Chemistry Seciont.B. 1988, 278(3):293-294.
[9] Pachhamia V.L., Parikh A.R. Studies on 2,5-disubstituted-1,3,4-oxadiazoles. Part II. Preparation and antimicrobial activity of 2-arylsulfonamido!-carbamylarylmethylamino -5-(4'-pyridyl)-1,3,4-oxadiazoles [J]. Indian Journal of Chemistry Society. 1988, 65(5):357-361.
[10] Dehuri S.N., Nayak A. Studies on heterocyclic compounds. Part V. Synthesis and antimicrobial activities of N-bridged thiazole and imidazole derivatives [J]. Indian Journal of Chemistry Society. 1982, 59 (10):1170-1173.
[11] Husain M., Imtiaz., Nasir M., Search for new hypoglycemic agents. Part III. Biguanide derived from 1,3,4-oxadiazoles and thiazoles [J]. Journal of the Indian Chemical Society. 1976, 53(3):305-306.
[12] Dehuri S.N., Pradhan P.C., Nayak A. Synthesis of condensed pyrimidine derivatives from heterocyclic amines and 1,3-dicarbonyl compounds [J]. Indian Journal of Chemistry, SectionB: Organic Chemistry Including Medicinal Chemistry. 1983, 228(8): 815-816.
[13] Deck M.E., Sawi E.E. Studies on heterocyclic primary amines [J]. Indian Journal of Chemistry Society. 1980, 57: 1243-1244.
[14] Lee S.L., Cameron A.M., Warkentin J. Thermolysis of 3-1,3,4-oxadiazolin-2-ones [J]. Canadian Journal of Chemistry. 1972, 50(14): 2326-2331.
[15] Zoghbi M., Warkentin J. Substituent effects of rate constants for thermal [4-PI+2-PI] Cycloreversion of spiro-fused beta-lactam oxadiazoline [J]. Canadian Journal of Chemistry. 1993, 71(6): 907-911.
[16] Zoghbi M., Horne S.E., Warkentin J. Intermolecular reactions of beta-lactam-4-ylidenes with alkenes, alcohols, and acetic-acid-spiro-fused beta-lactam cyclopropanes, 4-alkoxy beta-lactams, and a 4-acetoxy beta-lactam [J]. Journal of Organic Chemistry. 1994, 59(15): 4090-4095.
[17] Zoghbi M., Warkentin. Substituent effects of rate constants for thermal [4-PI+2-PI]cycloreversion of spiro-fused beta-lactam oxadiazolines [J]. Canadian Journal of Chemistry -Revue Canadienne De Chimie. 1997,1 (6): 907-911
[18] Zoghbi M., Warkentin J. Spiro fused beta-lactam cyclopropenes [J]. Canadian Journal of Chemistry. 1992, 70 (12):2967-2971.
[19] Zoghbi M., Warkentin J. Beta-lactam-4-ylidens [J]. Canadian Journal of Chemistry. 1991, 56(10): 3214-3215.
[20] Yang R.Y., Dai L.X. Hypervalent iodine oxidation of N-aculhydrazones and N-phenylsemicarbaz one-an efficient method for the synthesis of derivatives of 1,3,4-oxadiazoles and delta(3)-1,3,4- oxadiazolines [J]. Journal of Organic Chemistry. 1993, 58(12): 3381-3383.
[21] Chiba T., Okimoto M. Electrooxidative cyclization of N-acylhydrazones of aldehydes and ketones to delta-3-1,3,4-oxadiazolines and 1,3,4-oxadiazoles [J]. Journal of Organic Chemistry. 1992, 57(5), 1375-1379.
[22] Shao L., Zhang Z.F., Liu F.M. Synthesis of new 1,2,4-oxadiazolines containing 2-phenyl-1,2,3-triazolyl by 1,3-dipolar cycloaddition reaction [J]. Chinese Journal of Organic Chemistry. 2004, 24(2): 219-223.
[23] Yale H.L., Losee K., Martine J., Holsing M., Peny F.M., Bernstein J. Chemotherapy of Experimental Tuberculosis.Ⅷ.The Synthesis of acid Hydrazides, their Derivatives and Related Compounds [J]. Journal of the American Chemical Society. 1953, 75: 1933.
[24] Walker G.N., Moore M.A. 3-Aminomethylindoles and 2-(3-Indolyl) oxazolidines from Indole-3-aldimines. Some Observation on the Acetylation of Schiff Base [J]. Journal of Organic Chemistry. 1961,26:432-439.
[1].陈江,许瑞卿,宋宝安*,金林红,胡德禹,杨松,张国平. 2-取代苯基-5-(3,4,5-三甲氧基苯基)-1,3,4-噁二唑衍生物的合成及生物活性研究.有机化学. 2006, 26 (10): 1418-1423
[2]. Linhong Jin, Jiang Chen, Baoan Song,* Zhuo Chen, Song Yang, Qianzhu Li, Deyu Hu, Ruiqing Xu. Synthesis, structure, and bioactivity of N0-substituted benzylidene- 3,4,5-trimethoxybenzohydrazide and 3-acetyl-2-substituted phenyl-5-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1,3,4-oxadiazole derivatives. Bioorganic & Medicinal Chemistry Letters. 2006, 16, 5036–5040
[3]. Abdel, K. M.; Mohga, M. E.; Nasser, S. A. Synthesis and Reactions of Some New Heterocyclic Carbohydrazides and Related Compounds as Potential Anticancer Agents. Molecules. 2003, 8, 744.
[4].张自义,陈立民,冯小明,曾福礼.酰氨基硫脲及其相关杂环衍生物的研究XII: 1-(α-苯基氰乙酰胺基)-3-芳酰基硫脲及3-(α-苯基氰甲基)-4-芳酰基-1,2,4-三唑-5-硫酚衍生物的合成.有机化学, 1989, 9 (2): 150
[5]. Zhanxiang Liu,* Jinlong Zhao and Xian Huang*. Solid-phase synthesis of 1,3,4-oxadiazoline-5-thione derivatives from resin-bound acylhydrazines. Bioorganic & Medicinal Chemistry Letters. 2006, 16, 1828–1830
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[8].Naik Anil D., Marchand Brynaert, Jacqueline, Garcia, Yann. A simplified approach to N-and N,N’-linked 1,2,4-triazoles by transamination. Synthesis. 2008, 1, 149-154
[9]. Jin, Zh.; Huo, A.H.; Liu, T.; Hu, Y.; Liu, J.-B.; Fang, J.-X. Journal of Organometallic Chemistry. 2005, 690, 1226–1232
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[15]. Pei-Lin Wu,Shao-Yu Peng,Joe Magrath. 1-Acyl-2-alkylhydrazines by the reduction of acylhydrazones. Synthesis. 1995, 4, 435-438
[16]. Michael J.Hearn and Phet-Yoon Chanyaputhipong.Preparation and spectroscopic properities of 3-acyl-1,3,4-oxadiazolines. Journal of Heterocyclic Chemistry. 1995, 32,1647
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[18]. Qiu Chen, Fang-ming Liu, Feng Xu, Chun Yang.Synthesis of new heterocyclic compound having 1,2,3-triazole and isoxazole rings in a single molecular. Journal of Heterocyclic Chemistry. 2008, 45, 77-83
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