Journal article
Fixed-charge labels for simplified reaction analysis: 5-hydroxy-1,2,3- triazoles as byproducts of a copper(I)-catalyzed click reaction
X Chen, GN Khairallah, RAJ O'Hair, SJ Williams
Tetrahedron Letters | Published : 2011
Abstract
High-resolution multistage mass spectrometric studies of isotope-labelled derivatives of a fixed-charge labelled sugar triazole assisted the identification of 5-hydroxy-1,2,3-triazoles as byproducts of the copper(I)-catalyzed cycloaddition of azides and terminal alkynes. Reaction optimization with inclusion of the auxiliary ligand, tris(benzyltriazolylmethyl) amine furnished an improved ligation protocol in which formation of the 5-hydroxytriazole is mitigated. © 2011 Elsevier Ltd. All rights reserved.
Grants
Funding Acknowledgements
Funding support was provided by the Australian Research Council, including via the Centre of Excellence for Free Radical Chemistry and Biotechnology. S. Vergunst is thanked for technical support. M. G. Finn is acknowledged for the gift of THPTA.