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A Highly Active Catalyst for Huisgen 1,3-Dipolar Cycloadditions Based on the Tris(triazolyl)methanol-Cu(I) Structure

Salih Ízšubukšu, Erhan Ozkal, Ciril Jimeno and Miquel A. PericÓs*

*Institute of Chemical Research of Catalonia (ICIQ), Av. Pa´sos Catalans, 16. 43007 Tarragona, Spain, Email: mapericasiciq.es

S. Ízšubukšu, E. Ozkal, C. Jimeno, M. A. PericÓs, Org. Lett., 2009, 11, 4680-4683.

DOI: 10.1021/ol9018776 (free Supporting Information)



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Abstract

Tris(1-benzyl-1H-1,2,3-triazol-4-yl)methanol forms a stable complex with CuCl, which catalyzes the 1,3-dipolar cycloaddition of alkynes with azides on water or under neat conditions. Low catalyst loadings, short reaction times at room temperature, and compatibility with free amino groups make this complex an outstanding catalyst for CuAAC.

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Key Words

1,2,3-Triazoles, Click Chemistry


ID: J54-Y2009-3060