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Rhodium-Catalyzed Transannulation of 1,2,3-Triazoles with Nitriles

Tony Horneff, Stepan Chuprakov, Natalia Chernyak, Vladimir Gevorgyan and Valery V. Fokin*

*Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, Email: fokinscripps.edu

T. Horneff, S. Chuprakov, N. Chernyak, V. Gevorgyan, V. V. Fokin, J. Am. Chem. Soc., 2008, 130, 14972-14974.

DOI: 10.1021/ja805079v (free Supporting Information)


Abstract

A rhodium(II)-catalyzed reaction of stable and readily available 1-sulfonyl triazoles with nitriles gives the corresponding imidazoles in good to excellent yields via rhodium iminocarbenoids intermediates.

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proposed reaction pathway



Key Words

Imidazoles, Triazoles, Microwave Synthesis


ID: J48-Y2008-3340