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Regioselective <i>O</i>-alkylation of 2-pyridones by TfOH-catalyzed carbenoid insertion

Zhewei Yan, Hangli He, Dabiao Yuan, Qiongjiao Yan, Wei Wang, Haipeng Jiang, Haifeng Wang, Fen‐Er Chen

2022Chemical Communications19 citationsDOI

Abstract

-alkylation of 2-pyridones by TfOH-catalyzed carbenoid insertion. In the catalytic system, alkylation of 2-pyridone was achieved with unprecedented regioselectiviy (>99 : 1). This protocol is characterized by mild reaction conditions, metal-free, and simplicity. Moreover, this method provides the desired products in good yield and demonstrates a broad substrate scope in this transformation.

Topics & Concepts

CarbenoidAlkylationRegioselectivityChemistryCatalysisCombinatorial chemistryYield (engineering)Substrate (aquarium)Organic chemistryRhodiumMaterials scienceOceanographyGeologyMetallurgyCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis