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Radial Type Ring Opening of Sulfonium Salts with Dichalcogenides by Visible Light and Copper Catalysis

Wenwen Cui, Xufeng Li, Guoju Guo, Xiuyan Song, Jian Lv, Daoshan Yang

2022Organic Letters43 citationsDOI

Abstract

Herein, a copper-catalyzed, blue-light-induced free radical type ring opening of sulfonium salts with dichalcogenides has been initially developed. The developed method features an inexpensive copper catalyst and a broad substrate scope, affording practical access to alkyl chalcogenides in high yields. This reaction presents a novel ring-opening model of sulfonium salts, which breaks the limitation that only the nucleophilic ring-opening reaction could form C-heteroatom bonds and C-C bonds.

Topics & Concepts

SulfoniumChemistryRing (chemistry)CatalysisCopperHeteroatomNucleophileSubstrate (aquarium)AlkylCombinatorial chemistryPhotochemistryTransition metalPolymer chemistrySalt (chemistry)Organic chemistryGeologyOceanographySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Radial Type Ring Opening of Sulfonium Salts with Dichalcogenides by Visible Light and Copper Catalysis | Litcius