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Pd/Cu-Catalyzed C–H/C–H Cross Coupling of (Hetero)Arenes with Azoles through Arylsulfonium Intermediates

Zeyu Tian, Zeng-Hui Lin, Cheng‐Pan Zhang

2021Organic Letters83 citationsDOI

Abstract

A highly efficient method for the selective formal C-H/C-H cross-coupling of azoles and (hetero)arenes was established through arylsulfonium intermediates under transition-metal catalysis, which produced a variety of 2-(hetero)aryl azoles in good to excellent yields. Advantages of the reaction included mildness, a good functional group tolerance, a wide range of substrates, a high regio- and chemoselectivity, one-pot procedures, and the late-stage functionalization of complex molecules without the use of oxidants, offering a promising strategy for the transition-metal-catalyzed C-H arylation of azoles.

Topics & Concepts

ChemoselectivityChemistryCatalysisArylCombinatorial chemistryFunctional groupTransition metalMoleculeSurface modificationReaction conditionsCoupling reactionOrganic chemistryAlkylPolymerPhysical chemistryCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesCatalytic Cross-Coupling Reactions
Pd/Cu-Catalyzed C–H/C–H Cross Coupling of (Hetero)Arenes with Azoles through Arylsulfonium Intermediates | Litcius