Azido-difluoromethylthiolation of Alkenes with TMSN 3 and PhSO 2 SCF 2 H.

An oxidative azido-difluoromethylthiolation of alkenes by employing TMSN 3 as the azide source and PhSO 2 SCF 2 H as the difluoromethylthiolation reagent is reported. The present method is characterized by good functional group tolerance, broad substrate scope, and short reaction time, thereby providing an efficient access to synthetically useful β-difluoromethylthiolated azides. Mechanistic studies indicate a radical pathway involved in the reaction.