Issue 2, 2021

Visible-light-promoted selective O-alkylation of 2-pyridones with α-aryldiazoacetates

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.

Graphical abstract: Visible-light-promoted selective O-alkylation of 2-pyridones with α-aryldiazoacetates

Supplementary files

Article information

Article type
Paper
Submitted
26 Nov 2020
Accepted
04 Dec 2020
First published
08 Dec 2020

Org. Biomol. Chem., 2021,19, 394-398

Visible-light-promoted selective O-alkylation of 2-pyridones with α-aryldiazoacetates

J. Yang, G. Wang, H. Zhou, Z. Li, B. Ma, M. Song, R. Sun and C. Huo, Org. Biomol. Chem., 2021, 19, 394 DOI: 10.1039/D0OB02350G

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