Visible-Light-Induced, Catalyst-Free Monofluoromethyl Sulfonylation of Alkenes with Iodine(III) Reagent and DABSO

Abstract

A visible-light-induced radical relay strategy to access heterocycles bearing a monofluoromethylsufonyl moiety is reported, with PhI(OCOCH₂F)₂ as the CH₂F radical precursor and DABSO as the SO₂ source. A range of oxindoles, containing a CH₂FSO₂CH₂- group at the C3 position, were synthesized from <i>N</i>-arylacrylamides in up to 97% yields. The protocol features catalyst-free photochemical tandem, mild reaction conditions, broad functional group compatibility, and good to excellent yields.