Photoredox Catalysis for the Synthesis of N-CF H Compounds Using 1-((N-(difluoromethyl)-4-methylphenyl)-sulfonamido)pyridin-1-ium Trifluoromethanesulfonate.

N-(difluoromethyl)amino (-NCF H) compounds are of great interest given their unique and underexplored physiochemical properties. The lack of structural diversity in NCF H compounds is likely due in part to the shortage of protocols for efficient installation. Presented herein is a new shelf-stable pyridinium reagent that enables the direct installation of the N-(difluoromethyl)sulfonamide moiety [N(Ts)CF H)] onto (hetero)arenes and alkenes for the diversification of aryl and alkyl NCF H compounds. The described protocol utilizes blue light photoredox catalysis and displays broad functional group tolerance with excellent chemoselectivity. Additional transformations and applicability towards a photoredox continuous flow protocol are also demonstrated.