Issue 31, 2014

Pyridine-phosphinimine ligand-accelerated Cu(i)-catalyzed azide–alkyne cycloaddition for preparation of 1-(pyridin-2-yl)-1,2,3-triazole derivatives

Abstract

A series of phosphinimine ligands were designed and used in the Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction of tetrazolo[1,5-a]pyridines and alkynes for the first time. By optimizing the reaction conditions, an efficient catalytic system (CuCl/2-PyCH2N[double bond, length as m-dash]PtBu3) was developed to give 1-(pyridin-2-yl)-1,2,3-triazole derivatives in moderate to excellent yields (46–98%).

Graphical abstract: Pyridine-phosphinimine ligand-accelerated Cu(i)-catalyzed azide–alkyne cycloaddition for preparation of 1-(pyridin-2-yl)-1,2,3-triazole derivatives

Supplementary files

Article information

Article type
Paper
Submitted
06 Jun 2014
Accepted
18 Jun 2014
First published
18 Jun 2014

Org. Biomol. Chem., 2014,12, 5954-5963

Pyridine-phosphinimine ligand-accelerated Cu(I)-catalyzed azide–alkyne cycloaddition for preparation of 1-(pyridin-2-yl)-1,2,3-triazole derivatives

R. Sun, H. Wang, J. Hu, J. Zhao and H. Zhang, Org. Biomol. Chem., 2014, 12, 5954 DOI: 10.1039/C4OB01176G

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