Visible-Light-Driven C−H Imidation of Arenes and Heteroarenes by a Phosphonium Ylide Organophotoredox Catalyst: Application to C−H Functionalization of Alkenes

Abstract

Phosphonium ylide catalysis through an oxidative quenching cycle has been developed for visible-light-driven C−H imidation of arenes and heteroarenes. The present protocol could be applied not only to trihalomethylative lactonization reactions involving trifluoromethyl, trichloromethyl, and tribromomethyl radicals but also to the first example of an organophotoredox-catalyzed imidative lactonization reaction involving a nitrogen-centered electrophilic radical species.

Visible-Light-Driven C–H Imidation of Arenes and Heteroarenes by a Phosphonium Ylide Organophotoredox Catalyst: Application to C–H Functionalization of Alkenes

“…In summary, we have developed visible-light-driven C−H imidation of various arenes and heteroarenes by a phosphonium ylide organophotoredox catalyst. 18 Introduction of bulky substituents into the catalyst structure of 1 led to improved catalytic activity. This protocol could be expanded to the trihalomethylative lactonization of alkenes bearing a carboxylic moiety.…”