Undescribed aminosulfinates enabled the preparation of β-fluoroalkylamines in a photocatalyzed addition reaction of the corresponding aminodifluoroalkyl radicals to electron-deficient, electron-rich alkenes and vinylaryls or unactivated alkenes.

Abstract

The synthesis of undescribed β-aminodifluoroethylsulfinates and their uses in the hydroaminodifluoroalkylation of alkenes is reported. This reaction is performed in the presence of a photocatalyst (4CzIPN, Ru complexes) and enables the direct incorporation of a β-difluoroamine moiety into vinylic aryls, unactivated alkenes, and electron-rich, or -deficient alkenes. The mechanism was studied, and the formation of a gem-difluoromethyl radical was observed after the selective oxidation of the sulfinate function.