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Synfacts 2008(2): 0131-0131  
DOI: 10.1055/s-2007-992455
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Synthesis of Triazolyl-alkylphosphonates

Contributor(s): Victor Snieckus, Wei Gan
L. Delain-Bioton, D. Villemin*, J.-F. Lohier, J. Sopkova, P.-A. Jaffres*
Université de Caen Basse-Normandie and Université de Bretagne Occidentale, Brest, France
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Publication History

Publication Date:
23 January 2008 (online)

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Significance

A copper-catalyzed efficient synthesis of triazolyl-alkylphosphonates by a 1,3-dipolar Huisgen reaction from azidoalkylphosphonates or alkynylphosphonates and alkyl azides is reported. The reaction is regiospecific and proceeds well even in air, which is unexpected considering the instability of in situ generated Cu(I) in the presence of oxygen. The scope of this reaction was not fully exploited.