Synthesis of Perfluoro Alkyl/Alkenyl Aryl Sulfide: C−S Coupling Reaction Using Hexafluoropropylene Dimer (HFPD) as a Building Block

Abstract

AbstractEfficient approaches to perfluoroalkyl/alkenyl aryl sulfides were accomplished by a C−S coupling reaction under mild conditions. Hexafluoropropylene dimer was employed as a versatile building block for the perfluoroalkylation and perfluoroalkenylation of thiophenol. The application of the synthetic strategy was demonstrated by the high‐yield transformation of a broad range of aryl derivatives. A plausible mechanistic explanation was proposed to elaborate the differences between the two reaction pathways. The methodology provides straightforward and convenient access to aryl sulfides constituting C6 perfluoroalkyl and perfluoroalkenyl substituents.