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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