In the field of functional small-molecule chemistry, fluorinated small molecules are frequently employed. Difluoromethylthiolated compounds are of particular interest due to their distinctive physiochemical characteristics. We present here the synthesis and application of sodium S-(difluoromethyl) sulfurothioate (NaSO3SCF2H) as a potent and adaptable difluoromethylthiolating reagent, which is readily synthesized in a simple step from BnSCF2H and sodium metabisulfite. Based on experimental and theoretical findings, we demonstrate the utility of NaSO3SCF2H in electrophilic, nucleophilic, and radical difluoromethylthiolation reactions, thereby showcasing its unprecedented versatility. Furthermore, the methodology has been expanded to various deuteriodifluoromethylthiolation reactions using NaSO3SCF2D.
Qin et al. (Wed,) studied this question.