Facile Three Component One-pot Synthesis of 5-Aryl-1,5,6,7,8,9- hexahydro-2H-pyrazolo[5,4-b]quinolin-6-one De-rivatives under Microwave Irradiation

Abstract

A series of 5-aryl-1,5,6,7,8,9-hexahydro-2H-pyrazolo[5,4-b]quinolin-6-one dervatives were synthesized by the three component one-pot reaction of 5-amino-3-methyl-1-phenypyrazole with aromatic aldehydes and dimedone or 1,3-cyclohexanedione under microwave irradiation using glycol as energy trans-fer agent. This method has the advantage of excellent yields (88%～98%), short reaction time (30～90 s) and being environmental friendliness. The structures of the products were identified by IR, NMR spectra, elemental analysis and X-ray crystallograghic of 4e.

Key words: aminopyrazole, microwave irradiation, pyrazolo[5,4-b]quinoline

Cite this article

HUA Guo-Ping, XU Jia-Ning, TU Shu-Jiang*, WANG Qian, ZHANG Jin-Peng,
ZHU Xiao-Tong, LI Tuan-Jie, ZHU Song-Lei,ZHANG Xiao-Jing. Facile Three Component One-pot Synthesis of 5-Aryl-1,5,6,7,8,9- hexahydro-2H-pyrazolo[5,4-b]quinolin-6-one De-rivatives under Microwave Irradiation[J]. Chin. J. Org. Chem., 2005, 25(12): 1610-1614.

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微波辐射下三组分“一锅法”合成5-芳基-1,5,6,7,8,9-六氢化-2H-吡唑[5,4-b]并喹啉-6-酮