A new method for the preparation of fluoroalkylthioethers including trifluoromethylthioether and difluoromethylthioether by iridium(I)-catalyzed deoxgenation of fluoroalkylsulfoxides with dimethyl diazomalonate was developed. In the reaction system, dimethyl diazomalonate was used as reducing reagent and the corresponding fluoroalkylthioethers were produced through oxygen atom transfer from fluoroalkylsulfoxides
Direct sulfinylation reaction of simple aromatic compounds by triflinate salts in triflic acid led to aryltrifluoromethyl sulfoxides. The para isomer was the major one. The regioselectivity of the reaction was very high when the substituent on the aromatic ring was a halogen atom, a trifluoromethoxy group or an acetanilide function.