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Synthesis of aryl azides

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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 various aromatic amines without the need for isolation of the azide intermediates.
K. Barral, A. D. Moorhouse, J. E. Moses, Org. Lett., 2007, 9, 1809-1811.


Aliphatic and aromatic aldehydes gave acyl azides by reaction with iodine azide at 0 - 25°C. If the reaction is performed at reflux Curtius rearrangement occurs and carbamoyl azides are obtained directly from the aldehyde in 70-97% yield.
L. Marinescu, J. Thinggaard, I. B. Thomsen, M. Bols, J. Org. Chem., 2003, 68, 9453-9455.