An efficient protocol for Henry reaction using basic ionic liquid [bmIm]OH as catalyst and reaction medium

Letters in Organic Chemistry

Volumn 5, Issue 3, 2008, Pages 209-211

  Wu, Hui ^a,b   Zhang, Fu Ren ^a   Wan, Yu ^b   Ye, Ling ^a  

^a JIANGSU NORMAL UNIVERSITY   (China)

^b JIANGSU NORMAL UNIVERSITY   (China)

Author keywords

1 methyl 3 butylimidazolium hydroxide; bmIm OH; Basic ionic liquid; Catalyst; Henry reaction; Recycle

Indexed keywords

EID: 50149105216     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017808783955817     Document Type: Article

References (36)

1. (a) Anastas, P. T.; Kirchhoff, M. M. Acc. Chem. Res., 2002, 35, 686;
2. (b) Ritter, S. K. Chem. Eng. News, 2001, 79, 27.
3. (a) Joseph, T.; Sahoo, S.; Halligudi, S. B. J. Mol. Catal. A: Chem., 2005, 234, 107;
4. (b) Zhu, H. P.; Yang, F.; Tang, J.; He, M. Y. Green Chem., 2003, 5, 38;
5. (c) Driver, G.; Johnson, K. E. Green Chem., 2003, 5, 163;
6. (d) Kemperman, G. J.; Roeters, T. A.; Hilberink, P. W. Eur. J. Org. Chem., 2003, 9, 1681.
7. (a) McNulty, J.; Cheekoori, S.; Nair, J. J.; Larichev, V.; Capretta, A.; Robertson, A. J. Tetrahedron Lett., 2005, 46, 3641;
8. (b) Jorapur, Y. R.; Lee, C. H.; Chi, D. Y. Org. Lett., 2005, 7, 1231;
9. (c) Horikawa, M.; Busch-Peterson, J.; Corey, E. J. Tetrahedron, 1999, 40, 3843;
10. (d) Yadav, J. S.; Reddy, B. V. S.; Baishya, G. J. Org. Chem., 2003, 68, 7098;
11. (e) Ranu, B. C.; Dey, S. S. Tetrahedron, 2004, 60, 4183.
12. Ranu, B. C.; Banerjee, S. Org. Lett., 2005, 7, 3049.
13. Xu, J. M.; Liu, B. K.; Wu, W. B.; Qian, C.; Wu, Q.; Lin, X. F. J. Org. Chem., 2006, 71, 3991.
14. Ranu, B. C.; Jana R.; Sowmiah S. J. Org. Chem., 2007, 72, 3152.
15. (a) Formentin, P.; Garcia, H.; Leyva, A. J. Mol. Catal. A: Chem., 2004, 214, 137;
16. (b) Chen, H.; Justes, D. R.; Cooks, R. G. Org. Lett., 2005, 7, 3949.
17. (a) Rosini, G. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon: New York, 1991; Vol. 2, pp. 321-340;
18. (b) Luzzio, F. A. Tetrahedron, 2001, 57, 915.
19. (a) Trost, B. M.; Yeh, V. S. C.; Ito, H.; Bremeyer, N. Org. Lett., 2002, 4, 2621;
20. (b) Evans, D. A.; Seidel, D.; Rueping, M.; Lam, H. W.; Shaw, J. T.; Downey, C. W. J. Am. Chem. Soc., 2003, 125, 12692.
21. (a) Gan, C.; Lai, G.; Zbang, Z.; Wang, Z.; Zhou, M. M. Tetrahedron: Asymmetry, 2006, 17, 725;
22. (b) Saa, J. M.; Tur, F.; Gonza'lez, J.; Vega, M. Tetrahedron: Asymmetry, 2006, 17, 99.
23. (a) Christensen, C.; Juhl, K.; Hazell, R. G.; Jorgensen, K. A. J. Org. Chem., 2002, 67, 4875;
24. (b) Kogami, Y.; Nakajima, T.; Ikeno, T.; Yamada, T. Synthesis, 2004, 1947;
25. (c) Du, D. M.; Lu, S. F.; Fang, T.; Xu, J. J. Org. Chem., 2005, 70, 3712.
26. Risgaard, T.; Gothelf, K. V.; Jorgensen, K. A. Org. Biomol. Chem., 2003, 1, 153.
27. (a) Sasai, H.; Suzuki, T.; Arai, S.; Arai, T.; Shibasaki, M. J. Am. Chem. Soc., 1992, 114, 4418;
28. (b) Sasai, H.; Suzuki, T.; Itoh, N.; Tanaka, K.; Date, T.; Okamura, K.; Shibasaki, M. J. Am. Chem. Soc., 1993, 115, 10372;
29. (c) Sasai, H.; Yamada, Y. M. A.; Suzuki, T.; Shibasaki, M. Tetrahedron, 1994, 50, 12313;
30. (d) Sasai, H.; Tokunaga, T.; Watanabe, S.; Suzuki, T.; Itoh, N.; Shibasaki, M. J. Org. Chem., 1995, 60, 7388;
31. (e) Iseki, K.; Oishi, S.; Sasai, H.; Shibasaki, M. Tetrahedron Lett., 1996, 37, 9081;
32. (f) Evans, D. A.; Seidel, D.; Rueping, M.; Lam, H. W.; Shaw, J. T.; Downey, C. W. J. Am. Chem. Soc., 2003, 125, 12692;
33. (g) Cwik, A.; Fuchs, A.; Hell, Z.; Clacens, J. M. Tetrahedron, 2005, 61, 4015.
34. Bulbule, V. J.; Deshpande V. H.; Velu, S.; Sudalai, A.; Sivasankar, S.; Sathe, V. T. Tetrahedron, 1999, 55, 9325.
35. Choudary, B. M.; Ranganath, K. V. S.; Pal, U.; Kantam, M. L; Sreedhar, B. J. Am. Chem. Soc., 2005, 127, 13167.
36. 5 240.0872, found 240.0879.