Synlett 2016; 27(01): 51-56
DOI: 10.1055/s-0035-1560526
letter
© Georg Thieme Verlag Stuttgart · New York

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

Benjamin R. Buckley
Department of Chemistry, Loughborough University, Loughborough, Leicestershire, LE11 3TU, UK   Email: b.r.buckley@lboro.ac.uk   Email: m.m.pardo-figueres@lboro.ac.uk   Email: amnankhan@gmail.com   Email: h.heaney@lboro.ac.uk
,
Maria M. P. Figueres
Department of Chemistry, Loughborough University, Loughborough, Leicestershire, LE11 3TU, UK   Email: b.r.buckley@lboro.ac.uk   Email: m.m.pardo-figueres@lboro.ac.uk   Email: amnankhan@gmail.com   Email: h.heaney@lboro.ac.uk
,
Amna N. Khan
Department of Chemistry, Loughborough University, Loughborough, Leicestershire, LE11 3TU, UK   Email: b.r.buckley@lboro.ac.uk   Email: m.m.pardo-figueres@lboro.ac.uk   Email: amnankhan@gmail.com   Email: h.heaney@lboro.ac.uk
,
Harry Heaney*
Department of Chemistry, Loughborough University, Loughborough, Leicestershire, LE11 3TU, UK   Email: b.r.buckley@lboro.ac.uk   Email: m.m.pardo-figueres@lboro.ac.uk   Email: amnankhan@gmail.com   Email: h.heaney@lboro.ac.uk
› Author Affiliations
Further Information

Publication History

Received: 25 September 2015

Accepted: 16 October 2015

Publication Date:
11 November 2015 (online)


Dedicated to Professor Steven V. Ley FRS for his excellent achievements in organic chemistry on the occasion of his 70th birthday

Abstract

Copper(II) carboxylates are reduced efficiently by methanol in the presence of alkynes and form yellow alkynylcopper(I) polymeric precatalysts that are involved with azides, in the absence of added ligands, in the catalytic cycles that result in the formation of 1,4-disubstituted 1,2,3-triazoles.

Supporting Information

 
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