Metal-Free Direct 1,6- and 1,2-Difunctionalization Triggered by Radical Trifluoromethylation of Alkenes

A metal-free direct remote C–H
functionalization triggered
by radical trifluoromethylation of alkenes was explored, realizing
highly selective 1,6-difunctionalization of alkenes toward valuable
trifluoromethyl α-hydroxycarbonyl compounds. Furthermore, a
metal-free direct intermolecular regioselective 1,2-oxytrifluoromethylation
of alkenes is also disclosed. With Togni’s reagent as both
the CF3 source and oxidant, the reaction exhibits a broad
substrate scope with excellent functionality tolerance under mild
metal-free conditions, thus showing great potential for synthetic
utility.