Visible-Light-Induced Difluoroalkylation of Alkenes and Alkynes with Fluoro-Containing Hypervalent Iodane (III) Reagents Under Photo-Catalyst-Free Conditions

J Org Chem. 2023 Jan 6;88(1):483-492. doi: 10.1021/acs.joc.2c02488. Epub 2022 Dec 23.

Abstract

A visible-light-induced difluoroalkylation of unactivated alkenes by fluoro-containing hypervalent iodine-based difluoroalkylation reagent was achieved for the first time under photo-catalyst-free conditions. Moreover, the same reaction conditions were applicable to the difluoroalkylation of alkynes to give the hydrodifluoroalkylation products in moderate to excellent yields. The readily available reagent, broad substrate scope, and photo-catalyst-free conditions make this protocol an efficient and environmental friendly method for the hydrodifluoroalkylation of alkenes and alkynes.