Issue 46, 2015

Metal-free methylation of a pyridine N-oxide C–H bond by using peroxides

Abstract

Metal-free methylation of a pyridine N-oxide C–H bond was developed using peroxide as a methyl reagent under neat conditions. Pyridine N-oxide derivatives with various groups (e.g., Cl, NO2, and OCH3) were all suitable substrates, and the desired products were obtained in moderate to excellent yields under standard conditions. Moreover, the methylation can be performed with a good yield on the gram-scale experiment. Tentative mechanistic studies show that the methylation is a classical radical process.

Graphical abstract: Metal-free methylation of a pyridine N-oxide C–H bond by using peroxides

Supplementary files

Article information

Article type
Communication
Submitted
13 Sep 2015
Accepted
10 Oct 2015
First published
12 Oct 2015

Org. Biomol. Chem., 2015,13, 11184-11188

Metal-free methylation of a pyridine N-oxide C–H bond by using peroxides

G. Li, S. Yang, B. Lv, Q. Han, X. Ma, K. Sun, Z. Wang, F. Zhao, Y. Lv and H. Wu, Org. Biomol. Chem., 2015, 13, 11184 DOI: 10.1039/C5OB01900A

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