Litcius/Paper detail

Visible-light-promoted selective <i>O</i>-alkylation of 2-pyridones with α-aryldiazoacetates

Jingya Yang, Ganggang Wang, Hongyan Zhou, Zhifeng Li, Ben Ma, Menghui Song, Sun Rongxia, Congde Huo

2020Organic & Biomolecular Chemistry38 citationsDOI

Abstract

A visible-light-promoted O-H insertion reaction between 2-pyridones and α-aryldiazoacetates has been developed. Upon visible light irradiation, the reaction proceeds smoothly under mild and catalyst-free conditions. A wide scope of 2-pyridones and α-aryldiazoacetates are well tolerated, and various O-alkylated 2-pyridones are obtained with perfect selectivity and good functional group tolerance. A photoinduced radical process is probably responsible for the excellent selectivity.

Topics & Concepts

AlkylationVisible spectrumChemistryPhotochemistryMaterials scienceCatalysisOrganic chemistryOptoelectronicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques