Practical and regioselective halo-trifluoromethylthiolation of sulfur ylides

Abstract

A H₂O mediated practical and highly regioselective chloro- and bromo-trifluoromethylthiolation of sulfur ylides is reported using a difunctionalization strategy. In the reaction sequence, sulfur ylides presumably react with an electrophilic trifluoromethylthiolating reagent to generate an α-SCF₃ substituted sulfonium salt intermediate, which then undergoes a substitution with nucleophilic halogens.