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Updated: Jul 16, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Efficient conversion of aromatic amines into azides: a one-pot synthesis of triazole linkages
Karine Barral1, Adam D Moorhouse, John E Moses
1Department of Pharmaceutical and Biological Chemistry. The School of Pharmacy, University of London, 29-39 Brunswick Square, London, WC1N 1AX, United Kingdom.
Abstract:
[reaction: see text] An efficient and improved procedure for the preparation of aromatic azides and their application in the Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition ("click reaction") is described. The synthesis of aromatic azides from the corresponding amines is accomplished under mild conditions with tert-butyl nitrite and azidotrimethylsilane. 1,4-Disubstituted 1,2,3-triazoles were obtained in excellent yields from a variety of aromatic amines without the need for isolation of the azide intermediates.
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