Visible‐Light‐Induced Selective Photolysis of Phosphonium Iodide Salts for Monofluoromethylations

Abstract

The sigma (s)-hole effect has emerged as apromising tool to construct novel architectures endowed with new properties.Asimple yet effective strategy for the generation of monofluoromethyl radicals is acontinuing challenge within the synthetic community.F luoromethylphosphonium salts are easily available,air-and thermally stable,aswell as simple-tohandle.H erein, we report the ability of the s-hole effect to facilitate the visible-light-triggered photolysis of phosphonium iodide salts,acharge-transfer complex, selectively giving fluoromethyl radicals.T he usefulness and versatility of this new protocol are demonstrated through the mono-, di-, and trifluoromethylation of av ariety of alkenes.Scheme 1. The application of s-hole effect of pnictogen atom.