Issue 12, 2017

An efficient Cu-catalyzed azide–alkyne cycloaddition (CuAAC) reaction in aqueous medium with a zwitterionic ligand, betaine

Abstract

Cu-catalyzed azide–alkyne cycloaddition reaction in aqueous medium was dramatically accelerated by a simple zwitterionic additive, betaine, at ambient temperature. In the presence of betaine, 1,4-disubstituted-1,2,3-triazoles were obtained from azides and terminal alkynes in excellent yields under 2.5–200 ppm levels of Cu(I) in water. This method resulted in the remarkable reduction of the Cu(I) concentration down to ppm levels. The advantages of this protocol include the use of a conventional Cu catalytic system with commercially available betaine, which is generally non-toxic for biological application. Therefore, this efficient catalytic system should have broad applications in life science research and materials science.

Graphical abstract: An efficient Cu-catalyzed azide–alkyne cycloaddition (CuAAC) reaction in aqueous medium with a zwitterionic ligand, betaine

Supplementary files

Article information

Article type
Paper
Submitted
17 mrt 2017
Accepted
05 apr 2017
First published
26 apr 2017

Catal. Sci. Technol., 2017,7, 2450-2456

An efficient Cu-catalyzed azide–alkyne cycloaddition (CuAAC) reaction in aqueous medium with a zwitterionic ligand, betaine

J. Shin, S. Oh, H. Lee and Y. Lim, Catal. Sci. Technol., 2017, 7, 2450 DOI: 10.1039/C7CY00518K

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