The preparation of difluoromethylated indoles via electrochemical oxidation under catalyst- and oxidant-free conditions

Abstract

A green and efficient electrochemical method for the preparation of difluoromethylated indoles has been developed. In this work, sodium difluoromethanesulfinate (HCF₂SO₂Na) was used as the fluorinating reagent, and various indole derivatives with difluoromethylation at the C-2 position were obtained in moderate to good yields under catalyst- and oxidant-free conditions. Moreover, this C-2 difluoromethylation protocol is operationally simple, proceeds at room temperature, and can be easily scaled up. Cyclic voltammetry (CV) and control experiments indicated that this transformation may proceed via a radical pathway.