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N-heterocyclic carbene-catalyzed domino ring-opening/redox amidation/cyclization reactions of formylcyclopropane 1,1-diesters: direct construction of a 6-5-6 tricyclic hydropyrido[1,2-a]indole skeleton.

Research paper by Ding D Du, Linxia L Li, Zhongwen Z Wang

Indexed on: 30 May '09Published on: 30 May '09Published in: Journal of Organic Chemistry



Abstract

Catalyzed by N-heterocyclic carbenes (NHCs), domino ring-opening/redox amidation/cyclization reactions of the readily available formylcyclopropane 1,1-diesters with 2-chloro-1H-indole-3-carboaldehydes were reported. This methodology provides an efficient and direct construction of a 6-5-6 tricyclic hydropyrido[1,2-a]indole skeleton, which can be potentially applied for the synthesis of several types of polycyclic indole alkaloids.