I2-catalyzed one-pot synthesis of pyrrolo[1,2-a]quinoxaline and imidazo[1,5-a]quinoxaline derivatives via sp3 and sp2 C–H cross-dehydrogenative coupling?

Organic Chemistry Frontiers Pub Date: 2015-06-03 DOI: 10.1039/C5QO00124B

Abstract

An efficient I2-catalyzed cascade coupling protocol was developed for the synthesis of pyrrolo[1,2-a]quinoxaline and imidazo[1,5-a]quinoxaline derivatives via sp3 and sp2 C–H cross-dehydrogenative coupling. A nontoxic, readily available catalyst, I2, and an oxidant, DMSO, were used in this metal-free process. The target compounds were obtained in good-to-excellent yields with a broad substrate scope.

Graphical abstract: I2-catalyzed one-pot synthesis of pyrrolo[1,2-a]quinoxaline and imidazo[1,5-a]quinoxaline derivatives via sp3 and sp2 C–H cross-dehydrogenative coupling
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