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Palladium-Catalyzed Desulfonative Carbonylation of Thiosulfonates: Elimination of SO<sub>2</sub> and Insertion of CO

Jian‐Xing Xu, Le‐Cheng Wang, Xiao‐Feng Wu

2022Organic Letters21 citationsDOI

Abstract

A palladium-catalyzed desulfonative carbonylation of thiosulfonates has been explored. Without any additive, a series of S-aryl/alkyl benzenesulfonothioates were successfully transformed to thioesters in moderate to excellent yields by SO2 extrusion and CO insertion under the pressure of 1 bar of CO. The solvent dimethylacetamide (DMAc) facilitated this desulfonative carbonylation due to its high absorbing ability of SO2.

Topics & Concepts

ChemistryCarbonylationCatalysisPalladiumArylAlkylSolventDimethylacetamideOrganic chemistryPolymer chemistryCarbon monoxideSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCatalytic Cross-Coupling Reactions