Functionalized ionic liquid promoted aza-michael addition of aromatic amines

Journal of the Chinese Chemical Society

Volumn 57, Issue 6, 2010, Pages 1221-1226

  Liu, Xiao Bing ^a   Lu, Ming ^a   Lu, Ting Ting ^a   Gu, Guo Liang ^a  

^a NANJING UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Aromatic amines; Aza Michael reaction; Catalyst; Ionic liquid; Amino carbonyl compounds

Indexed keywords

EID: 79952080938     PISSN: 00094536     EISSN: None     Source Type: Journal    
DOI: 10.1002/jccs.201000180     Document Type: Article

References (45)

1. Surendra, K.; Srilakshmi, N. K.; Sridhar, R.; Rao, K. R. Tetrahedron Lett. 2006, 47, 2125.
2. Gnad, F.; Reiser, O. Chem. Rev. 2003, 103, 1603.
3. Cardillo, G.; Tomasini, C. Chem. Soc. Rev. 1996, 117.
4. Juaristi, E. Enantioselective Synthesis of β-Amino Acids; Wiley-VCH: New York, 1997.
5. Juaristi, E.; Lopez-Ruiz, H. Curr. Med. Chem. 1999, 6, 983.
6. Hagiwara, E.; Fujii; A.; Sodeoka, M. J. J. Am. Chem. Soc. 1998, 120, 2474.
7. Drury, W. J.; Ferraris, D.; Cox, C.; Yong, B.; Leckta, T. J. Am. Chem. Soc. 1998, 120, 11006.
8. Surendra, K.; Srilakshmi, N. K.; Sridhar, R.; Rao, K. R. Tetrahedron Lett. 2006, 47, 2125.
9. Jung, M. E. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I.; Eds.; Pergamon: Oxford, 1991; Vol. 4, p 30.
10. Kobayashi, S.; Ishitani, H. Chem. Rev. 1999, 99, 1069.
11. Luo, H.; Kang, Y.; Nie, H.; Yang, L. J. Chin. Chem. Soc. 2009, 56, 186.
12. Ishitani, H.; Ueno, M.; Kobayashi, S. J. Am. Chem. Soc. 2000, 122, 8180.
13. Arend, M.; Westermann, B.; Risch, N. Angew. Chem., Int. Ed. 1998, 37, 1044.
14. Perlmutter, P. Conjugate Addition Reactions in Organic Synthesis; Pergamon: New York, 1992; p 114.
15. Perez, M.; Pleixates, R. Tetrahedron 1995, 51, 8355.
16. Asao, N.; Shimada, T.; Sudo, T.; Tsukada, N.; Yazawa, K.; Gyoung, Y. S.; Yamamoto, Y. J. Org. Chem. 1997, 62, 6274.
17. Fadini, L.; Togni, A. Chem. Commun. 2003, 30.
18. Loh, T. P.; Wie, L. L. Synlett 1998, 975.
19. Bartoli, G.; Bosco, M.; Marcantoni, E.; Petrini, M.; Sambri, L.; Torregiani, E. J. Org. Chem. 2001, 66, 9052.
20. Matsubara, S.; Yashioka, M.; Utimoto, K. Chem. Lett. 1994, 827.
21. Wabnitz, T. C.; Spencer, J. B. Tetrahedron Lett. 2002, 43, 3891.
22. Xu, L. W.; Xia, C. G. Tetrahedron Lett. 2004, 45, 4507.
23. Jenner, G. Tetrahedron Lett. 1995, 36, 233.
24. Srivastava, N.; Banik, B. K. J. Org. Chem. 2003, 68, 2109.
25. Varala, R.; Alam, M. M.; Adapa, S. R. Synlett 2003, 720.
26. Azizi, N.; Saidi, M. R. Tetrahedron 2004, 60, 383.
27. Yang, L.; Xu, L. W.; Xia, C. G. Tetrahedron Lett. 2005, 46, 3279.
28. Lee, A.; Lin, M.; Lin, C.; Chang, Y. J. Chin. Chem. Soc. 2010, 57, 795.
29. Shaikh, N. S.; Deshpande, V. H.; Bedekar, A. V. Tetrahedron 2001, 57, 9045.
30. Mayur, J. B.; Nitin, S. N.; Sachin, R. J.; Bhange, B.M. Catal. Comm. 2008, 9, 1189.
31. Yadav, J. S.; Reddy, B. V. S.; Basak, A. K.; Narsaiah, A. V. Chem. Lett. 2003, 32, 988.
32. Ai, X.; Wang, X.; Liu, J.-M.; Ge, Z.-M.; Cheng, T.-M.; Li, R.-T. Tetrahedron 2010, 66, 5373
33. Kantam, M. L.; Neeraja, V.; Kavita, B.; Neelima, B.; Chaudhuri, M. K.; Hussain, S. Adv. Synth. Catal. 2005, 347, 763.
34. Xu L. W. Li J. W. Zhou S. L. Xia C. G. New. J. Chem. (2004), 28, 183.
35. Chaudhuri, M. K.; Hussain, S.; Kantam, M. L.; Neelima, B. Tetrahedron Lett. 2005, 46, 8329.
36. Garcia,M. T.; Gathergood, N.; Scammells, P. J. Green Chem. 2005, 5, 9.
37. Gathergood, N.; Garcia, M. T.; Scammells, P. J. Green Chem. 2004, 6, 166.
38. Wasserscheid, P.; Hal, R.; Bösmann, A. Green Chem. 2002, 4, 400.
39. Fang, D.; Luo, J.; Zhou, X.; Liu, Z. Catal Lett. 2007, 116, 76.
40. Fang, D.; Luo, J.; Zhou, X.; Ye, Z.; Liu, Z. J. Mol Catal. A 2007, 274, 208.
41. Fang, D.; Liu, Z.; Zhou, X. Chin. Appl. Chem. 2007, 24, 85.
42. Fang, D.; Luo, J.; Zhou, X.; Ye, Z.; Liu, Z. Ind. Eng. Chem. Res. 2006, 45, 7982.
43. Fang, D.; Gong, K.; Shi, Q.; Liu, Z. Catal. Commun. 2007, 8, 1463.
44. Fang, D.; Cheng, J.; Gong, K.; Shi, Q.; Liu, Z. Catal. Lett. 2008, 121, 255.
45. Fang, D.; Fei, Z. G.; Liu, Z. Catal. Commun. 2009, 10, 1267