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Radical Cation Salts Induced aza-Diels-Alder Reaction: Synthesis of Hexahydrofuro[3,2-c]- quinoline Derivatives

[ Vol. 9 , Issue. 3 ]

Author(s):

Zhong Jia, Yan Ren, Cong-De Huo, Xiang-Ning Chen, Chong-Xiang Tong and Xiao-Dong Jia   Pages 221 - 224 ( 4 )

Abstract:


Aza-Diels-Alder reaction between imines and 2,3-dihydrofuran under radical cation induced conditions was achieved and series of hexahydrofuro[3,2-c]quinoline derivatives was prepared. The stereoselectivity was affected by the substituents on imines, which revealed a stepwise mechanism. A radical cation mediated mechanism was proposed to rationalize the formation of the products.

Keywords:

Aza-Diels-Alder reaction, antiplatelet, analgesic, antipyretic, anti-inflammatory, antiallergic, furanoquinoline, tetrahydroquinoline, hexahydrofuro, quinoline, Hexahydrofuro[3,2-c]quinolines, radical cation

Affiliation:

Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, P. R. China.



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