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C−S Cross‐Coupling of Aryldiazonium Salts with Thiols Mediated by Gold

Alejandra Caballero‐Muñoz, Miguel Angel Rosas‐Ortega, Howard Díaz‐Salazar, Susana Porcel

2023European Journal of Organic Chemistry11 citationsDOI

Abstract

Abstract In this work, the coupling of aryldiazonium salts with thiols mediated by the readily accessible gold complex Me 2 SAuCl is described. In the reported protocol, the addition of 2,2′‐bipyridine as a ligand leads to higher yields than phosphines. The reaction proceeds at room temperature under soft mildconditions and has a broad scope in both the aryldiazonium salt and the thiol. Notably, the coupling works with aryldiazonium salts containing two additional substituents.

Topics & Concepts

ChemistrySalt (chemistry)ThiolBipyridineCoupling (piping)Ligand (biochemistry)Coupling reactionDiazonium CompoundsCombinatorial chemistryPolymer chemistryOrganic chemistryCatalysisCrystal structureReceptorEngineeringBiochemistryMechanical engineeringSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions
C−S Cross‐Coupling of Aryldiazonium Salts with Thiols Mediated by Gold | Litcius