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

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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-disubstituted1,2,3- 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.
Publisher
ROYAL SOC CHEMISTRY
Issue Date
2017-06
Language
English
Article Type
Article
Keywords

CLICK CHEMISTRY; 1,3-DIPOLAR CYCLOADDITIONS; TERMINAL ALKYNES; WATER; CYCLODEXTRIN; PHASE

Citation

CATALYSIS SCIENCE & TECHNOLOGY, v.7, no.12, pp.2450 - 2456

ISSN
2044-4753
DOI
10.1039/c7cy00518k
URI
http://hdl.handle.net/10203/224875
Appears in Collection
CH-Journal Papers(저널논문)
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