Visible Light Catalyzed Reductive Cross-Coupling of α-CF₃-alkyl Bromide and Alkynyl Bromide

Abstract

Traditional reduction coupling reactions of two bromides typically rely on transition metal catalysis. Here, we introduce the development of a visible-light catalytic direct reduction coupling reaction between α-CF ₃-alkyl bromides and alkynyl bromides to access valuable organic frameworks. Our research confirms the excellent compatibility of this reaction with various functional groups, which could be used to modify the substrate with biologically active molecular fragments. Mechanistic investigations, including control experiments, fluorescence quenching studies, and light-switching experiments, have provided insights into the reaction mechanism. This study paves the way for the application of visible-light catalysis in diverse synthetic transformations, offering a sustainable and efficient approach to organic synthesis.

Keywords

Visiable light catalysis / C—C bond formation / Reductive cross-coupling / Trifluoromethyl group / Alkynyl group / Radicals / Organohalides / Photochemistry

RIGHTS & PERMISSIONS

2024 SIOC, CAS, Shanghai, & WILEY-VCH GmbH