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Electrophilic Amination with Anthranils through Thioamide-Assisted Cobalt(III)-Catalyzed C(sp3)–H Activation

Jie Li, Lei Liu, Zhao Zhang, Yucheng Wang, Yan Zhang

2020Synthesis16 citationsDOI

Abstract

Cobalt(III)-catalyzed electrophilic amination of inert C(sp3)–H bonds of weakly coordinating thioamides with readily accessible anthranil derivatives was accomplished under mild conditions, with good functional group tolerance, thus providing various amino aldehydes and amino ketones. Moreover, our protocol with the versatile [Cp*Co(MeCN)3][SbF6]2 features excellent atom-economy and oxidant-free conditions, and allows facile late-stage functionalization.

Topics & Concepts

ChemistryAminationThioamideElectrophilic aminationElectrophileCatalysisCobaltFunctional groupMedicinal chemistryCombinatorial chemistryAtom economyOrganic chemistryPolymerCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSynthesis of heterocyclic compounds
Electrophilic Amination with Anthranils through Thioamide-Assisted Cobalt(III)-Catalyzed C(sp3)–H Activation | Litcius