Molecular Diversity

, Volume 16, Issue 2, pp 319–323 | Cite as

Task-specific nitrite and azide ionic liquids for the efficient one-pot synthesis of 1,2,3-triazoles from the aniline derivatives

Full-Length Paper


An efficient, fast, and straightforward procedure for the synthesis of aromatic azides and in situ preparation of 1,2,3-triazoles under mild conditions is described. Aniline derivatives have been treated with task-specific [bmim]NO2 and [bmim]N3 ionic liquids to give the related phenyl azides which, on further in situ reaction with 1,3-diketones and ethylacetoacetate, afforded 1,2,3-triazoles in very good to excellent yields in very short reaction time. This procedure, which generates azides followed by azide in situ cycloaddition with diketone, has become an attractive option. In this protocol, [bmim]N3 is used instead of the highly toxic reagent NaN3.


Nitrite ionic liquid Azide ionic liquid Triazole β-Ketoester 1,3-Diketone 1,2,3-Triazole 


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Copyright information

© Springer Science+Business Media B.V. 2012

Authors and Affiliations

  • Hassan Valizadeh
    • 1
  • Mohammad Amiri
    • 1
  • Elham Khalili
    • 1
  1. 1.Department of Chemistry, Faculty of SciencesAzarbaijan University of Tarbiat MoallemTabrizIran

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