Merging Copper(I)-photoredox Catalysis and Iodine(III) Chemistry for the Oxy-monofluoromethylation of Alkenes.

N. Ramkumar,L. Baumane,D. Začs,Janis Veliks

Published 2023 in Angewandte Chemie

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 monofluoromethyl (CH2F) 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 synthesis of fluoromethylated heterocycles are also demonstrated.

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