Photoinduced Regioselective Perfluoroalkylation/Cyclization Cascade of 3-Aza-1,5-Dienes: Access to Pentasubstituted 3-Perfluoroalkyl-1,3-Dihydropyrrol-2-Ones

A visible light-induced perfluoroalkylative cyclization of 3-aza-1,5-dienes leading to pentasubstituted 1,3-dihydropyrrole-2-ones is presented. The reaction is regiospecific, for the radical adds across the acrylamido moiety, whereas the enaminic double bond functions as a built-in radical trap. It could be carried out on a 2-gram scale, and the sunlight is a usable light source. Other virtues of the protocol include a short reaction time, a low catalyst loading, mild conditions and a broad substrate scope.