Litcius/Paper detail

The Shuttle of Sulfur Dioxide: Iridium/Copper‐Cocatalyzed Trifluoromethylfluorosulfonylation of Alkenes

Yifei Yang, Fang Xiao, Jin‐Hong Lin, Ji‐Chang Xiao

2023Advanced Synthesis & Catalysis20 citationsDOI

Abstract

Abstract Depending on the nature of the attached functional moiety, the sulfonyl radical can either undergo an automatic SO 2 liberation or react directly as the thermodynamically favored sulfonyl radical. Taking advantage of this unique property, we envisioned that through rational reaction design, the in situ release and re‐insertion of SO 2 , i. e., the shuttle of SO 2 , can be realized. Herein we report our recent progress in copper metallaphotoredox co‐catalyzed trifluoromethyl‐fluorosulfonylation of alkenes with TFSP as both the CF 3 and SO 2 source. Valuable functional groups are added across the double bonds. Besides, A wide array of synthetically useful moieties featuring distinct electronic patterns and various nitrogenous heterocycles are well tolerated by this strategy. magnified image

Topics & Concepts

ChemistrySulfonylMoietyTrifluoromethylCopperIridiumFunctional groupCombinatorial chemistryCatalysisRational designPhotochemistryOrganic chemistryNanotechnologyPolymerMaterials scienceAlkylSulfur-Based Synthesis TechniquesFluorine in Organic ChemistryRadical Photochemical Reactions