Copper-catalyzed regioselective cyclization of vinyl azides by gem-difluoromethylene for trisubstituted pyridines?

Organic Chemistry Frontiers Pub Date: 2018-12-31 DOI: 10.1039/C8QO01212A

Abstract

A novel copper-catalyzed cyclization of readily available vinyl azides with gem-difluoromethylene is described. This protocol is highly efficient and regioselective for assembling diverse trisubstituted pyridines in good to excellent yields, in which gem-difluoromethylene acted as a C1 precursor with a carbonyl group via triple cleavage and vinyl azides played a pivotal dual role.

Graphical abstract: Copper-catalyzed regioselective cyclization of vinyl azides by gem-difluoromethylene for trisubstituted pyridines
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