Efficient conversion of aromatic amines into azides: a one-pot synthesis of triazole linkages.
Karine Barral, Adam D Moorhouse, John E Moses
Index: Org. Lett. 9 , 1809, (2007)
Full Text: HTML
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.
Related Compounds
Related Articles:
The convenient preparation of stable aryl-coated zerovalent iron nanoparticles.
2015-01-01
[Beilstein J. Nanotechnol. 6 , 1192-8, (2015)]
Gas-phase tyrosine-to-cysteine radical migration in model systems.
2015-01-01
[Eur. J. Mass Spectrom. (Chichester, Eng.) 21 , 589-97, (2015)]
Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite.
2013-01-18
[Chem. Commun. (Camb.) 49(5) , 514-6, (2013)]
2014-03-21
[Org. Lett. 16(6) , 1814-7, (2014)]
Aerobic radical multifunctionalization of alkenes using tert-butyl nitrite and water.
2013-01-01
[Beilstein J. Org. Chem. 9 , 1713-7, (2013)]