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Reductive-Delay Heck 1,1-Diarylation of Terminal Alkenes

Huihui Shao, Yao Zhao, Shuangqiang Wang, Rizhi Chen, Jianrong Steve Zhou, Xiaojin Wu

2022Organic Letters17 citationsDOI

Abstract

Pd-catalyzed chemo- and regiocontrollable 1,1-diarylation of unactivated aliphatic alkenes with two aryl halides was developed. Under the cationic reductive-delay Heck pathway, the first aryl insertion is followed by β-H elimination, while the second aryl insertion is terminated by C-H bond formation.

Topics & Concepts

ChemistryArylCationic polymerizationHalideHeck reactionMigratory insertionCatalysisMedicinal chemistryTerminal (telecommunication)Reductive eliminationCombinatorial chemistryOrganic chemistryAlkylTelecommunicationsComputer scienceCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsAsymmetric Hydrogenation and Catalysis
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