Photoinduced radical cascade cyclization of acetylenic acid esters with oxime esters to access cyanalkylated coumarins

Abstract

A photoinduced radical cascade cyclization of acetylenic acid esters with oxime esters is described, providing cyanalkylated coumarins in superior yields under mild conditions. Radical capture and luminescence quenching experiments showed that this transformation was accomplished via a radical addition/5-exo spirocyclization/1,2-ester migration process.