Direct Synthesis of Various Thioesters from Acyl Fluorides and Thiosilanes through the Assistance of a Si-F Bond Formation

Herein it is described that the coupling reactions of aromatic and aliphatic acyl fluorides with phenyl trimethylsilyl sulfide proceeded smoothly under neat conditions to produce thioester derivatives. The addition of a catalytic amount of typical bases, such as triethylamine (Et(3)N) and potassium butoxide (KO(t)Bu), effectively activates thiosilanes, which could facilitate the coupling reactions of aroyl fluorides with a variety of aryl/alkyl thiosilanes containing an alkyl group, a halogen, an ester, or a heterocyclic ring to produce a variety of thioesters in practical yields.