Regioselective Vinylation of Remote Unactivated C(sp3)-H Bonds: Access to Complex Fluoroalkylated Alkenes.

Regioselective incorporation of a particular functional group into aliphatic sites by direct activation of unreactive C-H bonds is of great synthetic value. Despite advances in radical-mediated functionalization of C(sp3)-H bonds via HAT process, the site-selective vinylation of remote C(sp3)-H bonds still remains underexplored. Herein we report a new protocol for the regioselective vinylation of unactivated C(sp3)-H bonds. The remote C(sp3)-H activation is promoted by C-centered radical instead of the commonly used N- and O-radicals. The reaction possesses high product diversity and synthetic efficiency, furnishing a plethora of synthetically valuable E-alkenes bearing tri-/di-/mono-fluoromethyl and perfluoroalkyl groups.