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N-Methylation of Amines with Methanol at Room Temperature

Vasily N. Tsarev, Yuna Morioka, Joaquim Caner, Qing Wang, Richiro Ushimaru, Akihiko Kudo, Hiroshi Naka and Susumu Saito*

*Research Center for Materials Science and Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602, Japan, Email: saito.susumuf.mbox.nagoya-u.ac.jp

V. N. Tsarev, Y. Morioka, J. Caner, Q. Wang, R. Ushimaru, A. Kudo, H. Naka, S. Saito, Org. Lett., 2015, 17, 2530-2533.

DOI: 10.1021/acs.orglett.5b01063 (free Supporting Information)


Abstract

A silver-loaded titanium dioxide (Ag/TiO2) photocatalyst enables a facile N-methylation of amines with methanol at room temperature under UV-vis light irradiation. This method tolerates various functional groups including N-benzyl, N-allyl, N-Boc, hydroxyl, ether, acetal, carboxamide, formamide, and olefin groups.

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Key Words

alkylation


ID: J54-Y2015