PAPER	Synthesis 2005: 2497-2502   DOI: 10.1055/s-2005-872116
© Georg Thieme Verlag Stuttgart · New York
Synthesis of 1,2,3-Triazoles by Cycloadditions of Azides with Enol Ethers
Dario R. Roque, Justin L. Neill, James W. Antoon, Erland P. Stevens*
Department of Chemistry, Davidson College, PO Box 7120, Davidson, NC 28035-7120, USA Fax: +1(704)8942709; e-Mail: erstevens@davidson.edu;
Received 24 December 2004

Abstract

1,2,3-Triazoles were prepared in good to modest yields by cycloaddition of alkyl azides onto enol ethers under solventless conditions. The reaction can access ring-fused triazoles that are unavailable by azide-alkyne cycloadditions and is easily scalable. The 1,2,3-triazole products bear functionality that may be readily derivatized.

Key words

azides - cycloadditions - heterocycles - nitrogen - regioselectivity