Copper/Photoredox Dual Catalysis for the Redox-Neutral C(sp 3 )–CF 2 H Cross-Coupling between Benzylic Bromides and Tetracoordinated Difluoromethylborates

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Authors: Xiangxue Cao, Ge Lan, Zhenyu Wang, Shuai Liu, Yu Wei, Liang Xu, Huanhuan Song
Cited by: 1
References: 48

Abstract

A copper/photoredox dual-catalytic strategy has been developed for radical–radical C(sp 3 )–CF 2 H cross-coupling between alkyl bromides and readily accessible tetracoordinated difluoromethylborates. In this protocol, visible-light-induced single-electron oxidation of the borates generates difluoromethyl radicals ( • CF 2 H), which are subsequently intercepted by a copper catalyst to forge C(sp 3 )–CF 2 H bonds. This redox-neutral approach proceeds without the need for stoichiometric halogen atom transfer (XAT) reagents, oxidants, or reductants, exhibits broad functional group tolerance, and enables late-stage installation of the pharmaceutically privileged CF 2 H motif into aliphatic frameworks.

Fields of Study & Subjects

Radical Photochemical Reactions Fluorine in Organic Chemistry Catalytic C–H Functionalization Methods

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
6
Pages
2188–2193
Publication date
30 January 2026
Language
EN