Fluoroform, fluoral, trifluoroacetic, and trifluoromethanesulfinic acids derivatives as new reagents for the introduction of polyfluorinated moieties

Several new classes of stable reagents have been designed for nucleophilic trifluoromethylation, starting from fluoroform, fluoral, trifluoroacetamides or trifluoromethanesulfinamides. Several are stable enough to be considered as laboratory reagents. Trifluoroacetamides or trifluoromethanesulfinamides derived from O-TMS-l,2-aminoalcools constitute the most attractive family. Some of them have delivered promising results for enantioselective trifluoromethylation. Hemiaminals of fluoral are also potent precursors of trifluoromethylated iminiums and difluoroketene aminals, which are wide-scope key-intermediates for the expedient preparation of elaborated compounds, especially nitrogen-containing cycles.