Synthesis of functionalized organic molecules containing a tetrafluoroethylene fragment by cobaloxime-promoted fluoroalkylation with substituted tetrafluoroethyl bromides

Abstract

Functionalized organic molecules containing a tetrafluoroethylene fragment have been synthesized in moderate to excellent yields via cobaloxime/Zn-redox-couple-promoted fluoroalkylation of various C–C multiple bonds with a variety of substituted tetrafluoroethyl bromides (RCF₂CF₂Br) as substrates, giving hydrofluoroalkylation products under mild conditions. In the present case, it is found that the bromine atom bonded to the fluorocarbon moiety is more reactive than the one bonded to the hydrocarbon moiety.