KH_2PO_4催化Hantzsch反应合成4H-色烯衍生物(英文)
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摘要
4H-色烯衍生物作为一种便宜易得的酸性无机盐,可有效催化Hantzsch反应合成4H-色烯衍生物.在优化条件下,4H-色烯衍生物可通过简单的过滤操作直接分离得到,含有催化剂的滤液则可以继续催化该反应,循环催化3次而不失活.这为4H-色烯衍生物的合成提供了一种实用且绿色化程度较高的方法,有潜在的工业化应用前景.
4H-chromene derivatives could be efficiently synthesized via Hantzsch reaction catalyzed by potassium dihydrogen phosphate,which is an inexpensive acidic inorganic salt. Under the optimized conditions,4H-chromene derivatives could be directly separated in high yields via simple filtration. The filtrate containing potassium dihydrogen phosphate could be directly reused to catalyze this reaction for three times without appreciable loss of catalytic activity. It provided a practical and environmentally friendly method for the synthesis of 4H-chromene derivatives and had a good potential in industrial application.
4H-chromene derivatives could be efficiently synthesized via Hantzsch reaction catalyzed by potassium dihydrogen phosphate,which is an inexpensive acidic inorganic salt. Under the optimized conditions,4H-chromene derivatives could be directly separated in high yields via simple filtration. The filtrate containing potassium dihydrogen phosphate could be directly reused to catalyze this reaction for three times without appreciable loss of catalytic activity. It provided a practical and environmentally friendly method for the synthesis of 4H-chromene derivatives and had a good potential in industrial application.
引文
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[2]Das B,Krishnaiah M,Laxminarayana K,et al.Silicasupported phosphomolybdic acid-catalyzed efficient synthesis of 1,8-dioxooctahy-droxanthene and tetrahydrochromene derivatives[J].Chem Lett,2008,37(9):1000-1001.
[3]Wang X S,Shi D Q,Tu S J,et al.A Convenient synthesis of 5-Oxo-5,6,7,8-tetrahydro-4H-benzo-[b]-pyran derivatives catalyzed by KF-Alumina[J].Synth Commun,2003,33(1):119-126.
[4]Song S J,Shan Z X,Jin Y.A cheap amino alcohol catalyzed one-Pot,tri-component synthesis of tetrahydrochromene derivatives[J].Lett Org Chem,2010,7(1):64-68.
[5]Pore D M,Undale K A,Dongare B B,et al.Potassium phosphate catalyzed a rapid three-component synthesis of tetrahydrobenzo[b]pyran at ambient temperature[J].Catal Lett,2009,132:104-108.
[6]Jin S S,Wang H,Guo H Y.Ionic liquid catalyzed one-pot synthesis of novel spiro-2-amino-3-phenylsulfonyl-4H-pyran derivatives[J].Tetrahedron Lett,2013,54(19):2353-2356.
[7]Datta B,Pasha M A.Glycine catalyzed convenient synthesis of 2-amino-4H-chromenes in aqueous medium under sonic condition[J].Ultrason Sonochem,2012,19(4):725-728.
[8]Sangani C B,Shah N M,Patel M P,et al.Microwave assisted synthesis of novel 4h-chromene derivatives bearing phenoxypyrazole and their antimicrobial activity assess[J].J Serb Chem Soc,2012,77(9):1165-1174.
[9]Banerjee S,Horn A,Khatri H,et al.A green one-pot multicomponent synthesis of 4H-pyrans and polysubstituted aniline derivatives of biological,pharmacological,and optical applications using silica nanoparticles as reusable catalyst[J].Tetrahedron Lett,2011,52(16):1878-1881.
[10]Xu J C,Li W M,Zheng H,et al.One-pot synthesis of tetrahydrochromene derivatives catalyzed by lipase[J].Tetrahedron,2011,67(49):9582-9587.
[11]Ratnadeep S J,Priyanka G M,Mohammad U S,et al.Potassium dihydrogen phosphate catalyzed one-pot synthesis of 2,4,5-triaryl-1H-imidazoles[J].CCL,2010,21(4):429-432.