Free-Radical Triggered Ordered Domino Reaction: An Approach to C–C Bond Formation via Selective Functionalization of α‑Hydroxyl-(sp³)C–H in Fluorinated Alcohols

A free-radical mediated highly ordered radical addition/cyclization/(sp³)­C–C­(sp³) formation domino reaction is developed. Three new C–C bonds are formed one by one in a mixed system. Furthermore, it represents the first example of cascade C–C bond formation via selective functionalization of α-hydroxyl-C­(sp³)–H in fluorinated alcohols.