Photocatalytic Decarboxylative Functionalization of Cyclopropenes via Cyclopropenium Cation Intermediates

Abstract

A photocatalytic decarboxylative functionalization of cyclopropenes is reported. Starting from a broad range of redox-active ester-substituted cyclopropenes, cyclopropenylphthalimides can be synthesized in the absence of a nucleophile. Alternatively, different carbon and heteroatom nucleophiles can be introduced. The transformation proceeds most probably through the formation of an aromatic cyclopropenium cation, followed by trapping with the nucleophiles.