Skip to Content
Merck
  • Efficient conversion of aromatic amines into azides: a one-pot synthesis of triazole linkages.

Efficient conversion of aromatic amines into azides: a one-pot synthesis of triazole linkages.

Organic letters (2007-03-30)
Karine Barral, Adam D Moorhouse, John E Moses
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.