Categories: C-N Bond Formation > Synthesis of azides >
Synthesis of aryl azides
Recent Literature

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.
