Photocatalytic Vicinal Trifluoromethylation and Disulfuration of Alkenes Using Langlois' Reagent and Tetrasulfides
Yue Yu , Yuhao Jiang , Xin Jiang , Jianmin Huang , Yingming Song , Yucai Su , Jubin Liu , Hua Cao
Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (23) : 3273 -3280.
In this study, we outline a versatile method for the preparation of trifluoromethyl-containing unsymmetrical disulfides via catalytic photoredox difunctionalization of alkenes using symmetrical tetrasulfide (RSSSSR) and Langlois' reagent (CF₃SO₂Na). Notably, this method is also suitable for the late-stage modification of pharmaceutical molecule derivatives. Furthermore, a set of experimental investigations, such as radical trapping experiment, scrambling experiment, cyclic voltammetry (CV) measurement, Stern-Volmer analysis, on/off light-control experiments and a radical cascade experiment have been performed to support the photocatalytic reductive quenching cycle and radical-radical coupling reaction pathway.
Photocatalysis / Trifluoromethylation / Difunctionalization / Disulfide / Alkenes / Radicals / Green chemistry
2025 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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