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Rh(I)-Catalyzed C6-Selective Decarbonylative Alkylation of 2-Pyridones with Alkyl Carboxylic Acids and Anhydrides

Haoqiang Zhao, Xin Xu, Haiyang Yu, Bohan Li, Xingyu Xu, Huanrong Li, Lijin Xu, Qing‐Hua Fan, Patrick J. Walsh

2020Organic Letters47 citationsDOI

Abstract

A Rh-catalyzed chelation-assisted C6-selective C-H activation/alkylation of 2-pyridones with readily available alkyl carboxylic acids or anhydrides is introduced. The reaction proceeds via substrate decarbonylation. This approach merges C-H functionalization with readily available anhydrides, allowing for the efficient synthesis of various C6-alkylated 2-pyridones with good functional group tolerance.

Topics & Concepts

ChemistryAlkylationCatalysisAlkylOrganic chemistryCarboxylic acidMedicinal chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCyclopropane Reaction Mechanisms
Rh(I)-Catalyzed C6-Selective Decarbonylative Alkylation of 2-Pyridones with Alkyl Carboxylic Acids and Anhydrides | Litcius