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

Author(s): Zhong Jia, Yan Ren, Cong-De Huo, Xiang-Ning Chen, Chong-Xiang Tong, Xiao-Dong Jia

Journal Name: Letters in Organic Chemistry

Volume 9 , Issue 3 , 2012

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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

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Article Details

Year: 2012
Page: [221 - 224]
Pages: 4
DOI: 10.2174/157017812800167484

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