Chinese Journal of Organic Chemistry >
One Pot Synthesis of Multiaryl-Substituted β-Amino Ketone Compo- unds Catalyzed by Silica-Supported Rare Earth Terbium Chloride
Received date: 2012-10-14
Revised date: 2012-11-25
Online published: 2012-11-26
Supported by
Project supported by the Inner Mongolia Ministry of Education of China (No. NJZY12199), the Youth Foundation of Normal College of Baotou (No. BSYJ2011-16).
A series of multiaryl-substituted β-amino ketone compounds were synthesized by one pot reaction using acetophenone, aromatic aldehydes and aromatic amines as starting materials and silica-supported rare earth terbium chloride as catalyst. The products were characterized by 1H NMR, IR and elemental analysis. The results showed that the support rate of catalyst was very stable and the activation condition of the catalyst was simple. This protocol has advantages of mild condition, high yield, simple work-up, environmental friendly procedure and the catalyst being able to reuse.
Ma Xuelin , Zhang Xiaoyong , Li Xuan , Liu Yongming . One Pot Synthesis of Multiaryl-Substituted β-Amino Ketone Compo- unds Catalyzed by Silica-Supported Rare Earth Terbium Chloride[J]. Chinese Journal of Organic Chemistry, 2013 , 33(03) : 602 -606 . DOI: 10.6023/cjoc201210021
[1] (a) Cordova, A. Acc. Chem. Res. 2004, 37, 102.
(b) Kobayashi, S.; Ishitani, H. Chem. Rev. 1999, 99, 1069.
(c) Tramontini, M. Synthesis 1973, 12, 703.
[2] Xu, X. J.; Chen, G. X. Acta Chim. Sinica 1982, 40, 463 (in Chinese). (徐秀娟, 陈光旭, 化学学报, 1982, 40, 463.)
[3] Xu, X. J.; Chen, G. X.; Liu, L. J. Chem. J. Chin. Univ. 1982, 3, 83 (in Chinese).(陈光旭, 徐秀娟, 刘立军, 高等学校化学学报, 1982, 3, 83.)
[4] Yi, L.; Zou, J. H.; Xu, X. J. Chemistry 1991, 5, 20 (in Chinese). (易林, 邹君华, 徐秀娟, 化学通报, 1991, 5, 20.)
[5] Manabe, K.; Kobayashi, S. Org Lett. 1999, 1, 1965.
[6] Iimura, S.; Nobutou, D.; Manabe, K.; Kobayash, S. Chem. Commun. 2003, 1644.
[7] Zeng, H. Y.; Li, H.; Shao, H. W. Ultrason. Sonochem. 2009, 16, 758.
[8] Li, J. Z.; Peng, Y. Q.; Song, G. H. Catal. Lett. 2005, 102, 159.
[9] Azizi, N.; Torkiyan, L.; Saidi, M. R. Org. Lett. 2006, 8, 207.
[10] Wang, R.; Li, B. G.; Huang, T. K.; Shi, L.; Lu, X. X. Tetrahedron Lett. 2007, 48, 2071.
[11] Dai, Y.; Li, B. D.; Quan, H. D.; Lu, C. X. Chin. Chem. Lett. 2010, 21(1), 31.
[12] Yue, C. B.; Yi, T. F.; Zhu, C. B.; Liu, G. J. Ind. Eng. Chem. 2009, 15(5), 653.
[13] Kureshy, R. I.; Agrawal, S.; Saravanan, S.; Khan, N. H.; Shah, A. K.; Abdl, S. H. R.; Bajaj, F. C.; Suresh, E. Tetrahedron Lett. 2010, 51(3), 489.
[14] Chang, C. T.; Liao, B. S.; Liu, S. T. Tetrahedron Lett. 2006, 47, 9257 (in Chinese).
[15] Wang, L. M.; Han, J. W.; Sheng, J.; Fan, Z. Y.; Tian, H. J. Org. Chem. 2005, 25, 591 (in Chinese).(王利民, 韩建伟, 盛佳, 有机化学, 2005, 25, 591.)
[16] Wang, L. M.; Han, J. W.; Sheng, J.; Fan, Z. Y.; Tian, H. Catal. Commun. 2005, 6, 201.
[17] Yi, W. B.; Cai, C. J. Fluorine Chem. 2006, 127, 1515.
[18] Kassaee, M. Z.; Mohammadi, R.; Masrouri, H. Chin. Chem. Lett. 2011, 22(10), 1203.
[19] Li, Z.; Ma, X. L.; Liu, J.; Feng, X.; Tian, G. Q.; Zhu, A. G. J. Mol. Catal. A: Chem. 2007, 272, 132.
[20] Wu, H.; Shen, Y.; Fan, L. Y.; Wan, Y.; Zhang, P.; Chen, C. F.;. Wang, W. X. Tetrahedron 2007, 63(11), 2404.
[21] Bigdeli, M. A.; Nemati, F.; Mahdavinia, G. H. Tetrahedron Lett. 2007, 48(38), 6801.
[22] Xu,T.; Kob, N.; Drago, R. S.; Nicholas J. B.; Haw, J. F. J. Am. Chem. Soc. 1997, 119, 12231.
[23] Shen, W.; Wang, L. M.; Tian, H. J. Fluorine Chem. 2008, 129(4), 267.
[24] Yi, W. B.; Cai, C. J. Fluorine Chem. 2006, 127(6), 1515.
/
| 〈 |
|
〉 |