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Issue 99, 2016
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Regioselective synthesis of multisubstituted 1,2,3-triazoles: moving beyond the copper-catalyzed azide–alkyne cycloaddition

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Abstract

Copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) is an essential “click chemistry” reaction that is widely used in chemical biology, medicinal chemistry and materials science. The CuAAC reaction of terminal alkynes provides a mild and efficient synthesis of 1,4-disubstituted 1,2,3-triazoles. However, the click reaction of internal alkynes with azides, giving trisubstituted triazoles, is very challenging. This feature article highlights the recent progress addressing this fundamental problem. Particular emphasis is on the current and emerging strategies to introduce functional groups to the C-5 position of triazoles in a regioselective manner.

Graphical abstract: Regioselective synthesis of multisubstituted 1,2,3-triazoles: moving beyond the copper-catalyzed azide–alkyne cycloaddition

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Publication details

The article was received on 27 Jul 2016, accepted on 26 Sep 2016, published on 26 Sep 2016 and first published online on 26 Sep 2016


Article type: Feature Article
DOI: 10.1039/C6CC06194J
Citation: Chem. Commun., 2016,52, 14188-14199
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    Regioselective synthesis of multisubstituted 1,2,3-triazoles: moving beyond the copper-catalyzed azide–alkyne cycloaddition

    F. Wei, W. Wang, Y. Ma, C. Tung and Z. Xu, Chem. Commun., 2016, 52, 14188
    DOI: 10.1039/C6CC06194J

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