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A New Simplified Protocol for Copper(I) Alkyne-Azide Cycloaddition Reactions Using Low Substoichiometric Amounts of Copper(II) Precatalysts in Methanol

Benjamin R. Buckley, Maria M. P. Figueres, Amna N. Khan, Harry Heaney*

*Department of Chemistry, Loughborough University, Loughborough, Leicestershire, LE11 3TU, UK, Email: h.heaneylboro.ac.uk

B. R. Buckley, M. M. P. Figueres, A. N. Khan, H. Heaney, Synlett, 2016, 27, 51-56.

DOI: 10.1055/s-0035-1560526


Abstract

Copper(II) carboxylates are reduced efficiently by methanol in the presence of alkynes to form yellow alkynylcopper(I) polymeric intermediates that react with azides, to provide 1,4-disubstituted 1,2,3-triazoles.

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Key Words

alkyne, azide, copper(I), cycloaddition, CuAAC, triazoles, microwave synthesis


ID: J60-Y2016