Litcius/Paper detail

An efficient method for the synthesis of 2-pyridones <i>via</i> C–H bond functionalization

Shuguang Zhou, Duanyang Liu, Suo Wang, Jie‐Sheng Tian, Teck‐Peng Loh

2020Chemical Communications26 citationsDOI

Abstract

A simple and practical method to access N-substituted 2-pyridones via a formal [3+3] annulation of enaminones with acrylates based on RhIII-catalyzed C-H functionalization was developed. Control and deuterated experiments led to a plausible mechanism involving C-H bond cross-coupling and aminolysis cyclization. This strategy provides a short synthesis of structural motifs of N-substituted 2-pyridones.

Topics & Concepts

AminolysisAnnulationSurface modificationChemistryDeuteriumCombinatorial chemistryCoupling (piping)StereochemistryCatalysisOrganic chemistryMaterials sciencePhysicsPhysical chemistryMetallurgyQuantum mechanicsCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions