Litcius/Paper detail

Copper-Mediated Cross-Coupling of Diazo Compounds with Sulfinates

Qian Wang, An Liu, Yan Wang, Chuanfa Ni, Jinbo Hu

2021Organic Letters20 citationsDOI

Abstract

A copper-mediated cross-coupling reaction between a diazo compound and a sodium alkane(arene)sulfinate gives a sulfone as the product. This reaction proceeds under mild conditions and features excellent functional group compatibility. A wide range of sodium alkane(arene)sulfinates were successfully applied in this chemistry. Mechanistic studies revealed that the overall reaction efficiency of the sulfinates was in line with their nucleophilicity in this reaction.

Topics & Concepts

ChemistryDiazoNucleophileCopperAlkaneSulfoneReaction conditionsCoupling reactionFunctional groupCompatibility (geochemistry)Organic chemistryCombinatorial chemistryHydrocarbonChemical engineeringCatalysisEngineeringPolymerCyclopropane Reaction MechanismsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods