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N-Methylation of Amines with Methanol at Room Temperature

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Research Center for Materials Science and Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602, Japan
Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, 1-3 Kagurazaka, Shinjyuku, Tokyo 162-8601, Japan
§ Institute for Advanced Research, Nagoya University, Chikusa, Nagoya 464-8601, Japan
JST, ACT-C, 3-14-23 Kamiosaki, Shinagawa, Tokyo 141-0021, Japan
Cite this: Org. Lett. 2015, 17, 10, 2530–2533
Publication Date (Web):April 27, 2015
https://doi.org/10.1021/acs.orglett.5b01063
Copyright © 2015 American Chemical Society

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    Abstract

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    N-Methylation of amines with methanol proceeds at room temperature in the presence of a silver-loaded titanium dioxide (Ag/TiO2) photocatalyst under UV–vis light irradiation. This method allows facile synthesis/isolation of N-methylamines bearing various functional groups including N-benzyl, N-allyl, N-Boc, hydroxyl, ether, acetal, carboxamide, formamide, and olefin groups.

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