Sulfonated rice husk ash (RHA-SO3H) as an efficient and recyclable catalyst for the Friedlander synthesis of quinolines
详细信息 查看全文
- 作者：Farhad Shirini ; Mohadeseh Seddighi…
- 关键词：Rice husk ash ; Sulfunated rice husk ash ; Solvent ; free conditions ; Friedlander synthesis ; Quinolines
- 刊名：Research on Chemical Intermediates
- 出版年：2015
- 出版时间：November 2015
- 年：2015
- 卷：41
- 期：11
- 页码：8673-8680
- 全文大小：574 KB
- 参考文献：1.P.M.S. Chauhan, S.K. Srivastava, Curr. Med. Chem. 8, 1535 (2001)CrossRef
2.Y. Chen, K. Fang, J. Sheu, S. Hsu, C. Tzeng, J. Med. Chem. 44, 2374 (2001)CrossRef
3.A. Baba, N. Kawamura, H. Makino, Y. Ohta, S. Taketomi, T. Sohda, J. Med. Chem. 39, 5176 (1996)CrossRef
4.Y. Morizawa, T. Okazoe, S. Wang, J. Sasaki, H. Ebisu, M. Nishikawa, H. Shinyama, J. Fluor. Chem. 109, 83 (2001)CrossRef
5.C. Praveen, P. DheenKumar, D. Muralidharan, P.T. Perumal, Bioorg. Med. Chem. Lett. 20, 7292 (2010)CrossRef
6.D. Dubé, M. Blouin, C. Brideau, C. Chan, S. Desmarais, D. Ethier, J. Falgueyret, R.W. Friesen, M. Girard, Y. Girard, J. Guay, D. Riendeau, P. Tagari, R.N. Young, Bioorg. Med. Chem. Lett. 8, 1255 (1998)CrossRef
7.P.R.D. Larsen, E.G. Corley, A.O. King, J.D. Carroll, P. Davis, T.R. Verhoeven, P.J. Reider, J. Org. Chem. 61, 3398 (1996)CrossRef
8.T. Ko, M. Hour, J. Lien, C. Teng, K. Lee, S. Kou, L. Huang, Bioorg. Med. Chem. Lett. 11, 279 (2001)CrossRef
9.M.P. Maguire, K.R. Sheets, K. McVety, A.P. Spada, A. Zilbersteint, J. Med. Chem. 37, 2129 (1994)CrossRef
10.X. Zhang, A.S. Shetty, S.A. Jenekhe, Macromolecules 32, 7422 (1999)
11.R.X. Zhang, A. Jenekhe, Macromolecules 33, 2069 (2000)CrossRef
12.S.A. Jenekhe, L. Lu, M.M. Alam, Macromolecules 34, 7315 (2001)CrossRef
13.G. Jegou, S.A. Jenekhe, Macromolecules 34, 7926 (2001)CrossRef
14.M. Theoclitou, L.A. Robinson, Tetrahedron Lett. 43, 3907 (2002)CrossRef
15.S.A. Yamashkin, L.G. Yudin, A.N. Kost, Chem. Heterocycl. Compd. 28, 845 (1993)CrossRef
16.J. Marco-Contelles, E. Perez-Mayoral, A. Samadi, M.D.C. Carreiras, E. Soriano, Chem. Rev. 109, 2652 (2009)CrossRef
17.W. Luo, Q. Mu, W. Qiu, T. Liu, F. Yang, X. Liu, J. Tang, Tetrahedron 67, 7090 (2011)CrossRef
18.J. Wang, X. Fan, X. Zhang, L. Han, Can. J. Chem. 82, 1192 (2004)CrossRef
19.J.S. Yadav, P.P. Rao, D. Sreenu, R.S. Rao, V.N. Kumar, K. Nagaiah, A.R. Prasad, Tetrahedron Lett. 46, 7249 (2005)CrossRef
20.D.S. Bose, R.K. Kumar, Tetrahedron Lett. 47, 813 (2006)CrossRef
21.G. Wang, C. Jia, Y. Dong, Tetrahedron Lett. 47, 1059 (2006)CrossRef
22.U.V. Desai, S.D. Mitragotri, T.S. Thopate, D.M. Pore, P.P. Wadgaonkar, ARKIVOC xv, 198 (2006)
23.B. Das, K. Damodar, N. Chowdhury, R.A. Kumar, J. Mol. Catal. A Chem. 274, 148 (2007)CrossRef
24.M. Narasimhulu, T.S. Reddy, K.C. Mahesh, P. Prabhakar, C.B. Rao, Y. Venkateswarlu, J. Mol. Catal. A Chem. 266, 114 (2007)CrossRef
25.M.A. Zolfigol, P. Salehi, A. Ghaderi, M. Shiri, J. Chin. Chem. Soc. 54, 267 (2007)CrossRef
26.M. Dabiri, M. Baghbanzadeh, M.S. Nikcheh, Monatsh. Chem. 138, 1249 (2007)CrossRef
27.M.A. Zolfigol, P. Salehi, M. Shiri, T.F. Rastegar, A. Ghaderi, J. Iran. Chem. Soc. 5, 490 (2008)CrossRef
28.S. Ghassamipour, A.R. Sardarian, Tetrahedron Lett. 50, 514 (2009)CrossRef
29.S. Sadjadi, S. Shiri, R. Hekmatshoar, Y.S. Beheshtiha, Monatsh. Chem. 140, 1343 (2009)CrossRef
30.M. Dabiri, S. Bashiribod, Molecules 14, 1126 (2009)CrossRef
31.F. Shirini, S. Akbari-Dadamahaleh, A. Mohammad-Khah, Chin. J. Catal. 34, 2200 (2013)CrossRef
32.M. Hosseini-Sarvari, J. Iran. Chem. Soc. 8, 119 (2011)CrossRef
33.S. Genovese, F. Epifano, M.C. Marcotullio, C. Pelucchini, M. Curini, Tetrahedron Lett. 52, 3474 (2011)CrossRef
34.M. Abdollahi-Alibeik, M. Pouriayevali, Catal. Commun. 22, 13 (2012)CrossRef
35.K. Wilson, J.H. Clark, Pure Appl. Chem. 72, 1313 (2000)CrossRef
36.J. Davarpanah, A.R. Kiasat, Catal. Commun. 41, 6 (2013)CrossRef
37.F. Adam, K.M. Hello, H. Osman, Appl. Catal. A 382, 115 (2010)CrossRef
38.F. Adam, T. Chew, H. Mannyarasai, J.N. Appaturi, K.M. Hello, Microporous Mesoporous Mater. 167, 245 (2013)CrossRef
39.D. An, Y. Guo, Y. Zhu, Z. Wang, Chem. Eng. J. 162, 509 (2010)CrossRef
40.F. Shirini, M. Mamaghani, M. Seddighi, Catal. Commun. 36, 31 (2013)CrossRef
41.F. Shirini, S. Akbari-Dadamahaleh, A. Mohammad-Khah, J. Mol. Catal. A Chem. 363-64, 10 (2012)CrossRef
42.F. Shirini, N.G. Khaligh, O.G. Jolodar, Dyes Pigments 98, 290 (2013)CrossRef
43.M. Seddighi, F. Shirini, M. Mamaghani, RSC Adv. 3, 24046 (2013)CrossRef
44.M. Seddighi, F. Shirini, M. Mamaghani, J. Iran. Chem. Soc. (2014). doi:10.-007/?s13738-014-0500-0
45.F. Shirini, M. Mamaghani, M. Seddighi, Res. Chem. Intermed. (2014). doi:10.-007/?s11164-014-1685-7 - 作者单位：Farhad Shirini (1)
Mohadeseh Seddighi (1)
Manouchehr Mamaghani (1)
1. Department of Chemistry, College of Science, University of Guilan, Post Box 1914, 41335, Rasht, I.R. Iran - 刊物类别：Chemistry and Materials Science
- 刊物主题：Chemistry
Catalysis
Physical Chemistry
Inorganic Chemistry - 出版者：Springer Netherlands
- ISSN：1568-5675
文摘
Sulfonated rice husk ash (RHA-SO3H), as a newly reported powerful solid acid catalyst, can be efficiently used for the promotion of the preparation of substituted quinoline derivatives via the condensation reaction between 2-aminoarylketones and α-methylene ketones. All reactions are performed under solvent-free conditions at 80 °C in high yields during short reaction times. Simple methodologies, easy work-up procedure, and easy preparation of the catalyst are other advantages of this work. Keywords Rice husk ash Sulfunated rice husk ash Solvent-free conditions Friedlander synthesis Quinolines