Novel SO 3H-functionalized ionic liquids catalyzed a simple, green and efficient procedure for Fischer indole synthesis in water under microwave irradiation

Journal of Fluorine Chemistry

Volumn 144, Issue , 2012, Pages 45-50

  Li, Bai Lin ^a   Xu, Dan Qian ^b   Zhong, Ai Guo ^a  

^a TAIZHOU UNIVERSITY   (China)

^b ZHEJIANG UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Catalyst; Fischer indole synthesis; Functionalized ionic liquid; Microwave irradiation

Indexed keywords

EID: 84867598128     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2012.09.010     Document Type: Article

References (56)

1. D.A. Horton, G.T. Bourne, and M.L. Smythe Chemical Reviews 103 2003 893 930
2. R.J. Sundberg The Chemistry of Indoles 1970 Academic Press New York
3. R.K. Brown W.J. Houlihan, Indoles 1972 Wiley Interscience New York
4. R.B. Van Order, and H.G. Lindwall Chemical Reviews 30 1942 69 96
5. G.W. Gribble Journal of the Chemical Society, Faraday Transactions 1 2000 1045 1075
6. S. Cacchi, and G. Fabrizi Chemical Reviews 105 2005 2873 2920
7. G.R. Humphrey, and J.T. Kuethe Chemical Reviews 106 2006 2875 2911
8. K. Krüger (née Alex), A. Tillack, and M. Beller Advanced Synthesis and Catalysis 350 2008 2153 2167
9. S. Wurtz, S. Rakshit, J.J. Neumann, T. Droge, and F. Glorius Angewandte Chemie International Edition 47 2008 7230 7233
10. D.R. Stuart, M. Bertrand-Laperle, K.M.N. Burgess, and K. Fagnou Journal of the American Chemical Society 130 2008 16474 16475
11. Y. Ohta, H. Chiba, S. Oishi, N. Fujii, and H. Ohno Organic Letters 10 2008 3535 3538
12. N. Isono, and M. Lautens Organic Letters 11 2009 1329 1331
13. Y. Ohta, S. Oishi, N. Fujii, and H. Ohno Organic Letters 11 2009 1979 1982
14. C.H. Oh, S. Karmakar, H. Park, Y. Ahn, and J.W. Kim Journal of the American Chemical Society 132 2010 1792 1793
15. H. Shimamura, S.P. Breazzano, J. Garfunkle, F.S. Kimball, J.D. Trzupek, and D.L. Boger Journal of the American Chemical Society 132 2010 7776 7783
16. Y. Liu, B. Yao, C.-L. Deng, R.-Y. Tang, X.-G. Zhang, and J.-H. Li Organic Letters 13 2011 1126 1129
17. Z. Chen, D. Zheng, and J. Wu Organic Letters 13 2011 848 851
18. B. Robinson Chemical Reviews 63 1963 373 401
19. B. Robinson Chemical Reviews 69 1969 227 250
20. H.-S. Mun, W.-H. Ham, and J.-H. Jeong Journal of Combinatorial Chemistry 7 2005 130 135
21. A.M. Schmidt, and P. Eilbracht Journal of Organic Chemistry 70 2005 5528 5535
22. P. Linnepe, A.M. Schmidt, and P. Eilbracht Organic & Biomolecular Chemistry 4 2006 302 313
23. B.P. Bondzic, A. Farwick, J. Liebich, and P. Eilbracht Organic & Biomolecular Chemistry 6 2008 3723 3731
24. H. Chen, L.S. Eberlin, M. Nefliu, R. Augusti, and R.G. Cooks Angewandte Chemie International Edition 47 2008 3422 3425
25. A.H. Benjamin, Z.-G. Zhang, J.-S. Li, and P. Knochel Angewandte Chemie International Edition 49 2010 9513 9516
26. T.P. Nitin, and K. Ashok European Journal of Organic Chemistry 2010 6831 6839
27. V. Hegde, P. Madhukar, J.D. Madura, and R.P. Thummel Journal of the American Chemical Society 112 1990 4549 4550
28. Y.K. Lim, and C.G. Cho Tetrahedron Letters 45 2004 1857 1859
29. E. Yasui, M. Wada, and N. Takamura Tetrahedron Letters 47 2006 743 746
30. K.G. Liu, A.J. Robichaud, J.R. Lo, J.F. Mattes, and Y. Cai Organic Letters 8 2006 5769 5771
31. J.L. Rutherford, M.P. Rainka, and S.L. Buchwald Journal of the American Chemical Society 124 2002 15168 15169
32. L. Ackermann, and R. Born Tetrahedron Letters 45 2004 9541 9544
33. T.M. Lipiska, and S.J. Czarnocki Organic Letters 8 2006 367 370
34. K. Alex, A. Tillack, N. Schwarz, and M. Beller Angewandte Chemie International Edition 47 2008 2304 2307
35. D. Bhattacharya, D.W. Gammon, and E. van Steen Catalysis Letters 61 1999 93 97
36. S.B. Mhaske, and N.P. Argade Tetrahedron 60 2004 3417 3420
37. A. Dhakshinamoorthy, and K. Pitchumani Applied Catalysis A-General 292 2005 305 311
38. K. Binnemans Chemical Reviews 105 2005 4148 4204
39. C. Baudequin, D. Brégeon, J. Levillain, F. Guillen, J.-C. Plaquevent, and A.-C. Gaumont Tetrahedron: Asymmetry 16 2005 3921 3945
40. Z. Fei, T.J. Geldbach, D. Zhao, and P.J. Dyson Chemistry-A European Journal 12 2006 2122 2130
41. H. Ohno, and K. Fukumoto Accounts of Chemical Research 40 2007 1122 1129
42. Z. Fei, D. Zhao, T.J. Geldbach, R. Scopelliti, and P.J. Dyson Chemistry-A European Journal 10 2004 4886 4893
43. S. Li, Y. Lin, H. Xie, S. Zhang, and J. Xu Organic Letters 8 2006 391 394
44. H. Zhang, F. Xu, X. Zhou, G. Zhang, and C. Wang Green Chemistry 9 2007 1208 1211
45. D. Zhao, J. Wang, and E. Zhou Green Chemistry 9 2007 1219 1222
46. A. Fernicola, S. Panero, B. Scrosati, M. Tamada, and H. Ohno ChemPhysChem 8 2007 1103 1107
47. G.L. Rebeiro, and B.M. Khadikar Synthesis 3 2001 370 372
48. R.C. Morales, V. Tambyrajah, P.R. Jenkins, D.L. Davies, and A.P. Abbott Chemical Communications 2004 158 159
49. D.-Q. Xu, W.-L. Yang, S.-P. Luo, B.-T. Wang, J. Wu, and Z.-Y. Xu European Journal of Organic Chemistry 6 2007 1007 1012
50. D.-Q. Xu, J. -Wu, S.-P. Luo, J.-X. Zhang, J.-Y. Wu, X.-H. Du, and Z.-Y. Xu Green Chemistry 11 2009 1239 1246
51. P. Prabhakara Varma, B.S. Sherigara, K.M. Mahadevan, and V. Hulikal Synthetic Communications 39 2009 158 165
52. S.V. Karthikeyan, S. Perumal, K.A. Shetty, P. Yogeeswari, and D. Sriram Bioorganic & Medicinal Chemistry Letters 11 2009 3006 3008
53. H.G. Kathrotiya, R.G. Patel, and M.P. Patel Journal of the Serbian Chemical Society 76 2011 1 22
54. R. Ling, M. Yoshida, and P.S. Mariano Journal of Organic Chemistry 61 1996 4439 4449
55. H. Xing, T. Wang, Z. Zhou, and Y. Dai Journal of Molecular Catalysis A: Chemical 264 2007 53 59
56. Y. Wang, D. Jiang, and L. Dai Catalysis Communications 9 2008 2475 2480