One-pot procedure for diazo transfer and azide-alkyne cycloaddition: triazole linkages from amines.
[reaction: see text] A one-pot reaction for Cu(II)-catalyzed diazo transfer and Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (sometimes called click reaction) is reported. 1,4-Disubstituted 1,2,3-triazoles are obtained in excellent yields from a variety of readily available amines without the need for isolation of the azide intermediates. The reaction has a broad scope and is especially practical for the synthesis of multivalent structures because compounds substituted with multiple azides are potentially unstable.
Beckmann
Henning S G
HS
Fachbereich Chemie, Universität Konstanz, D-78457 Konstanz, Germany.
Wittmann
Valentin
V
D000480:Alkynes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D006031:Glycosylation; D015394:Molecular Structure; D014230:Triazoles / Q000737:chemistry*
D000480:Alkynes; D000588:Amines; D001386:Azides; D001391:Azo Compounds; D014230:Triazoles