Microwave-induced Stereoselectivity in Synthesis of trans-4-Aryl-3-methyl-6-oxo-4,5,6,7-tetrahydro-2H- pyrazolo[3,4-b]pyridine-5-carbonitriles
Microwave-induced Stereoselectivity in Synthesis of trans-4-Aryl-3-methyl-6-oxo-4,5,6,7-tetrahydro-2H- pyrazolo[3,4-b]pyridine-5-carbonitriles
摘要
A facile synthesis of trans isomers of 4-aryl-3-methyl-6-oxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine-5- carbonitriles via three-component condensation reaction of an aldehyde, 3-amino-5-methylpyrazole and ethyl cyanoacetate in acetonitrile has been developed under microwave irradiation. This one-pot reaction proceeds with-out any catalyst in short times and gives the product in high selectivities and high yields.
A facile synthesis of trans isomers of 4-aryl-3-methyl-6-oxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine-5- carbonitriles via three-component condensation reaction of an aldehyde, 3-amino-5-methylpyrazole and ethyl cyanoacetate in acetonitrile has been developed under microwave irradiation. This one-pot reaction proceeds with-out any catalyst in short times and gives the product in high selectivities and high yields.
参考文献46
-
1Lidstrom, R; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 57, 9225.
-
2Varma, R. S. Green Chem. 1999, 1, 43.
-
3Das, S. K. Synlett 2004, 915.
-
4Kappe, C. O. Angew Chem., Int. Ed. 2004, 43, 6250.
-
5Mavandadi, F.; Lidstrom, E Curr. Top. Med. Chem. 2004, 4, 773.
-
6Varma, R. S. In Green Chemical Syntheses and Processes, Eds.: Anastas, E T.; Bartlett, L.; Williamson, T. C., Chapter 23, ACS/Oxford University Press, Washington DC, 2000, pp. 292-312.
-
7Amador, M.; Ariza, X.; Boyer, J.; D'Andrea, L.; Garcia, J.; Granell, J. Tetrahedron Lett. 2010, 51,935.
-
8Davis, R. A.; Baron, E S.; Neve, J. E.; Cullinane, C. Tetrahedron Lett. 2009, 50, 880.
-
9Gao, G.; Brown, N.; Minatoya, M.; Buszek, K. R. Tetrahedron Lett. 2008, 49, 6491.
-
10Corbu, A.; Gauron, G.; Castro, J. M.; Dakir, M., Arseniyadis, S. Tetrahedron: Asym. 2008, 19, 1730.
-
1陈伟凡,李凤生,刘磊力,刘洋.One-Step Synthesis of Nanocrytalline Perovskite LaMnO_3 Powders via Microwave-Induced Solution Combustion Route[J].Journal of Rare Earths,2006,24(6):782-787. 被引量：3
-
2李志伟,李英春.微波在催化中的应用研究进展[J].河南化工,2003,22(2):6-8. 被引量：2
-
3冉君.2010年12月份锡市场回顾与展望[J].中国铅锌锡锑,2011(1):24-29.
-
4张允铭.ZL—6／ZKL型造粒设备改造情况[J].中氮肥,1995(5):45-47.
-
5Jiang Ke QIN,Xian Zhang BU,Yu Fang WANG,Zhi Yun DU,Xing Yuan WANG,Zhi Shu HUANG,Lin MA,Lin Kun AN,Lian Quan GU.Synthesis of 2,2'-(Substituted Arylmethylene)bis(1,6,6-trimethyl- 6,7,8,9-tetrahydrophenanthro[1,2-b]furan-10,11-dione) Derivatives[J].Chinese Chemical Letters,2005,16(11):1451-1454. 被引量：3
-
6余灼森.制取乙酸乙酯时使含酚酞的碳酸钠溶液褪色的原因探究[J].化学教学,2007(9):36-36. 被引量：2
-
7张洪卫,刘丹妮,王丽涛,景逵,张丰秋,郜炜,张朝红.微波诱导活性炭催化降解水中灭多威的方法研究[J].现代农药,2012,11(4):23-27. 被引量：1
-
8王劲松,钟爱国.离子交换分离钨钼及微波诱导树脂再生的研究[J].中南工学院学报,1999,13(1):13-18. 被引量：1
-
9张洪卫,刘丹妮,徐瑶,加娜尔古丽.加铁力,于凤洋,李媛媛,张朝红.纳米TiO_2负载活性炭催化微波诱导快速降解甲基对硫磷的方法研究[J].现代农药,2013,12(3):36-40.
-
10Yan, Lin,Yang, Wenguo,Li, Lixin,Shen, Yang,Jiang, Zhiyong.A One-pot Green Synthesis of Alkylidenesuccinimides[J].Chinese Journal of Chemistry,2011,29(9):1906-1910.
