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1,3-Dipolar Cycloaddition of Organic Azides to Alkynes by a Dicopper-Substituted Silicotungstate

Keigo Kamata, Yoshinao Nakagawa, Kazuya Yamaguchi and Noritaka Mizuno*

*Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan, Email: tmizunomail.ecc.u-tokyo.ac.jp

K. Kamata, Y. Nakagawa, K. Yamaguchi, N. Mizuno, J. Am. Chem. Soc., 2008, 130, 15304-15310.

DOI: 10.1021/ja806249n (free Supporting Information)


Abstract

A dicopper-substituted γ-Keggin silicotungstate acts as an efficient precatalyst for the regioselective 1,3-dipolar cycloaddition of organic azides to alkynes. Various substrates were efficiently converted to the corresponding 1,2,3-triazole derivatives in excellent yields without any additives. Computational studies show that the reduced dicopper core plays an important role.

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Key Words

1,2,3-Triazoles, Click Chemistry


ID: J48-Y2008-3410