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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, Email:

D. R. Rogue, J. L. Neill, J. W. Antoon, E. P. Stevens, Synthesis, 2005, 2497-2502.

DOI: 10.1055/s-2005-872116


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.

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Key Words

azides, cycloadditions, heterocycles, nitrogen, 1,2,3-triazoles, regioselectivity

ID: J66-Y2005-1700