Metal-Free, Visible-Light-Promoted Decarboxylative Radical Cyclization of Vinyl Azides with N-Acyloxyphthalimides

J Org Chem. 2018 Feb 2;83(3):1598-1605. doi: 10.1021/acs.joc.7b02861. Epub 2018 Jan 17.

Abstract

A visible-light-mediated decarboxylative cyclization of N-acyloxylphthalimides with vinyl azides has been developed under metal-free conditions. This protocol features mild conditions, a broad substrate scope, and an excellent functional group tolerance, thus providing a facile and efficient access to substituted phenanthridines. Control experiments revealed that the reaction proceeded via a radical process.

Publication types

  • Research Support, Non-U.S. Gov't