Protic pyridinium ionic liquid as a green and highly efficient catalyst for the synthesis of polyhydroquinoline derivatives via Hantzsch condensation in water

Journal of Molecular Liquids

Volumn 177, Issue , 2013, Pages 44-48

  Tajbakhsh, Mahmood ^a   Alinezhad, Heshmatollah ^a   Norouzi, Mohammad ^a,b   Baghery, Saeed ^c   Akbari, Maryam ^b  

^a UNIVERSITY OF MAZANDARAN   (Iran)

^b PAYAME NOOR UNIVERSITY   (Iran)

^c ISLAMIC AZAD UNIVERSITY   (Iran)

Author keywords

2 Methylpyridinium trifluoromethanesulfonate; Green synthesis; Hantzsch condensation; Polyhydroquinoline; Water solvent

Indexed keywords

2-METHYLPYRIDINIUM TRIFLUOROMETHANESULFONATE; ALIPHATIC ALDEHYDES; AMMONIUM ACETATE; EFFICIENT CATALYSTS; ETHYLACETOACETATE; GREEN SYNTHESIS; HIGH MELTING POINT; HIGH YIELD; POLYHYDROQUINOLINE; PYRIDINIUM IONIC LIQUID; ROOM TEMPERATURE; SHORT REACTION TIME; SYNTHESIS METHOD; WATER SOLVENTS;

ALDEHYDES; AMMONIUM COMPOUNDS; CATALYSTS; CONDENSATION; CONDENSATION REACTIONS; SYNTHESIS (CHEMICAL);

IONIC LIQUIDS;

EID: 84870716592     PISSN: 01677322     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molliq.2012.09.017     Document Type: Article

References (50)

1. T. Godfraind, R. Miller, and M. Wibo Pharmacological Reviews 38 1986 321
2. R.A. Janis, P.J. Silver, and D.J. Triggle Advances in Drug Research 16 1987 309
3. P.P. Mager, R.A. Coburn, A.J. Solo, D.J. Triggle, and H. Rothe Drug Design and Discovery 1992 8 1992 273
4. A. Sausins, and G. Duburs Heterocycles 27 1988 269
5. R. Manmhold, B. Jablonka, W. Voigdt, K. Schoenafinger, and E. Schraven Journal of Medicinal Chemistry 27 1992 229
6. A.C. Gaudio, A. Korokovas, and Y. Takahata Journal of Pharmaceutical Sciences 83 1994 1110
7. A. Hantzsch Justus Liebigs Annalen der Chemie 215 1882 1
8. G.W. Wang, J.J. Xia, C.B. Miao, and X.L. Wu Bulletin of the Chemical Society of Japan 3 2006 454
9. M.A. Zolfigol, and M. Safaiee Synlett 2004 827
10. J.B. Sainani, and A.C. Shah Indian Journal of Chemistry 33B 1994 526
11. M. Sufirez, E. Ochoa, Y. Verdecia, B. Verdecia, L. Moran, N. Martin, M. Quinteiro, C. Seoane, J.L. Soto, H. Novoa, N. Blaton, and O.M. Peters Tetrahedron 55 1999 875
12. N.N. Karade, V.H. Budhewara, S.V. Shindeb, and W.N. Jadhav Letters in Organic Chemistry 4 2007 16
13. C.S. Reddy, and M. Raghu Chinese Chemical Letters 19 2008 775
14. M. Maheswara, V. Siddaiah, G.L. Damu, and C. Venkata Rao Arkivoc 2 2006 201
15. G. Sabitha, G.S.K. Reddy, C.S. Reddy, and J.S. Yadav Tetrahedron Letters 44 2003 4129
16. S.B. Sapkal, K.F. Shelke, B.B. Shingate, and M.S. Shingare Tetrahedron Letters 50 2009 1754
17. R. Surasani, D. Kalita, A.V. Dhanunjaya-Rao, K. Yarbagi, and K.B. Chandrasekhar Journal of Fluorine Chemistry 135 2012 91
18. M.M. Heravi, K. Bakhtiari, N.M. Javadi, F.F. Bamoharram, M. Saeedi, and H.A. Oskooie Journal of Molecular Catalysis A: Chemical 264 2007 50
19. S.R. Cherkupally, and R. Mekalan Chemical and Pharmaceutical Bulletin 56 2008 1002
20. R.A. Mekheimer, A.A. Hameed, and K.U. Sadek Green Chemistry 10 2008 592
21. M. Hong, Ch. Cai, and W.B. Yi Journal of Fluorine Chemistry 131 2010 111
22. Gh. Mohammadi-Ziarani, A.R. Badiei, Y. Khaniania, and M. Haddadpour Iranian Journal of Chemistry and Chemical Engineering 29 2010 1
23. A. Kumar, and R.A. Maurya Tetrahedron Letters 48 2007 3887
24. H. Adibi, H.A. Samimi, and M. Beygzadeh Catalysis Communications 8 2007 2119
25. D. Zhao, M. Wu, Y. Kou, and E. Min Catalysis Today 74 2002 157
26. W. Lu, A.G. Fadaev, B. Qu, E. Smela, B.R. Mattes, J. Ding, G.M. Spinks, J. Mazurkiewicz, D. Zhou, G.G. Wallace, D.R. Mac Farlane, S.A. Forsyth, and M. Forsyth Science 297 2002 983
27. T. Welton Coordination Chemistry Reviews 248 2004 2459
28. A.I. Bhatt, A. Mechler, L.L. Martin, and A.M. Bond Journal of Materials Chemistry 17 2007 2241
29. J.F. Liu, J.A. Jonsson, and J.B. Jiang Trends in Analytical Chemistry 24 2005 20
30. R. Wang, T. Okajima, F. Kitamura, and T. Ohsaka Electroanalysis 16 2004 66
31. Y. Liu, L. Shi, M. Wang, Z. Li, H. Liu, and J. Li Green Chemistry 7 2005 655
32. J.D. Holbrey, and K.R. Seddon Cleaner Production Processes 1 1999 223
33. P. Wassercheid, and W. Keim Angewandte Chemie International Edition in English 39 2002 3772
34. T. Biedron, and P. Kubisa Macromolecular Rapid Communications 22 2001 1237
35. T. Biedron, and P. Kubisa Journal of Polymer Science: Polymer Chemistry 40 2002 2799
36. A.J. Carmichael, D.M. Haddleton, S.A.F. Bon, and K.R. Seddon Chemical Communications 2000 1237
37. T.L. Greaves, and C.J. Drummond Chemical Reviews 108 2008 206
38. C.J. Li, and T.H. Chan Organic Reaction in Aqueous media 1997 Wiley New York
39. F. Matloubi-Moghaddam, H. Saeidian, Z. Mirjafary, and A. Sadeghi Journal of the Iranian Chemical Society 6 2009 317
40. Z. Duan, Y. Gu, J. Zhang, L. Zhu, and Y. Deng Journal of Molecular Catalysis A: Chemical 250 2006 163
41. L.M. Wang, J. Sheng, J.W. Zhang, J.W. Han, Z.Y. Fan, H. Tian, and C.T. Qian Tetrahedron 61 2005 1539
42. S. Ko, M.N.V. Sastry, C. Lin, and C.F. Yao Tetrahedron Letters 46 2005 5771
43. A. Dondoni, A. Massi, E. Minghini, and V. Bertolasi Tetrahedron 60 2004 2311
44. J.G. Brietenbucher, and G. Figliozzi Tetrahedron Letters 41 2000 4311
45. S. Chandrasekhar, Ch.A. Narsihmulu, N.R.K. Reddy, and S.S. Sultana Tetrahedron Letters 45 2004 4581
46. K.A. Undale, T.S. Shaikh, D.S. Gaikwad, and D.M. Pore Comptes Rendus Chimie 14 2011 511
47. J.P. Nirmal, P.V. Dadhaniya, M.P. Patel, and R.G. Patel Indian Journal of Chemistry 49B 2010 587
48. S.J. Ji, Z.Q. Jiang, J. Lu, and T.P. Loh Synlett 2004 831
49. A. Kumar, and R.A. Maurya Tetrahedron 63 2007 1946
50. T.S. Jin, J.S. Zhang, T.T. Guo, A.Q. Wang, and T.S. Li Synthesis 2004 2001