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Copper-Catalyzed Trifluoromethylthio-arylsulfonylation of Styrene Derivatives via the Insertion of Sulfur Dioxide

Gang Chen, Jie Xu, Baojian Xiong, Hongzhuo Song, Xuemei Zhang, Xuelei Ma, Zhong Lian

2022Organic Letters37 citationsDOI

Abstract

A copper-catalyzed four-component trifluoromethylthio-arylsulfonylation between styrene derivatives, AgSCF3, aryldiazonium tetrafluoroborates, and ex situ generated sulfur dioxide (from SOgen) is presented. This reaction features mild reaction conditions, good functional group tolerance, a broad substrate scope, good yields, and excellent diastereoselectivity. Preliminary mechanistic studies revealed that a radical process might be involved in this transformation.

Topics & Concepts

ChemistryStyreneSulfur dioxideCatalysisSubstrate (aquarium)Functional groupCopperSulfurScope (computer science)Organic chemistryPolymer chemistryCombinatorial chemistryCopolymerPolymerComputer scienceOceanographyGeologyProgramming languageSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCatalytic C–H Functionalization Methods
Copper-Catalyzed Trifluoromethylthio-arylsulfonylation of Styrene Derivatives via the Insertion of Sulfur Dioxide | Litcius