Merging Copper(I) Photoredox Catalysis and Iodine(III) Chemistry for the Oxy‐monofluoromethylation of Alkenes
Nagarajan Ramkumar, Л. Баумане, Dzintars Začs, Janis Veliks
Abstract
Abstract A simple process for the oxy‐monofluoromethylation of alkenes is described. In combination with visible‐light copper(I) photoredox catalysis, an easily accessible iodine(III) reagent containing monofluoroacetoxy ligands serves as a powerful source of a monofluoromethyl (CH 2 F) radical, enabling the step economical synthesis of γ ‐fluoro‐acetates from a broad range of olefinic substrates under mild conditions. Applications to late‐stage diversification of alkenes derived from complex molecules, amino acids and the synthesis of fluoromethylated heterocycles are also demonstrated.
Topics & Concepts
ChemistryReagentIodinePhotoredox catalysisCatalysisCopperCombinatorial chemistryOrganic chemistryPhotochemistryPhotocatalysisFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsRadical Photochemical Reactions