Ln[N(SiMe3)2]3-catalyzed cycloaddition of terminal alkynes to azides leading to 1,5-disubstituted 1,2,3-triazoles: new mechanistic features†‡
Longcheng Hong,Weijia Lin,Fangjun Zhang,Ruiting Liu
Chemical Communications Pub Date : 04/30/2013 00:00:00 , DOI:10.1039/C3CC42534G
Abstract

The first example of rare earth metal-catalyzed cycloaddition of terminal alkynes to azides resulting in the formation of 1,5-disubstituted 1,2,3-triazoles is described. Preliminary studies revealed that the present cycloaddition shows unprecedented mechanistic features involving a tandem anionic cascade cyclization and anti-addition across the C[triple bond, length as m-dash]C triple bond.

Graphical abstract: Ln[N(SiMe3)2]3-catalyzed cycloaddition of terminal alkynes to azides leading to 1,5-disubstituted 1,2,3-triazoles: new mechanistic features