Electrochemical heterodifunctionalization of α-CF3 alkenes to access α-trifluoromethyl-β-sulfonyl tertiary alcohols

Chem Commun (Camb). 2021 Sep 6;57(71):8969-8972. doi: 10.1039/d1cc03288g.

Abstract

An unprecedented electrochemical heterodifunctionalization of α-CF3 alkenes with benzenesulfonyl hydrazides was accomplished in this work, wherein a β-sulfonyl and a α-hydroxyl group were simultaneously incorporated across the olefinic double bond in a single operation. Consequently, a series of potentially medicinally valuable and densely functionalized α-trifluoromethyl-β-sulfonyl tertiary alcohols were assembled under mild conditions. Electrochemically-driven oxidative 1,2-difunctionlization of electron-deficient alkenes well obviates the need for oxidizing reagents, thus rendering this protocol more eco-friendly.