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Waste-minimised copper-catalysed azide–alkyne cycloaddition in Polarclean as a reusable and safe reaction medium

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Abstract

Herein we report the first example of a generally useful organic reaction, namely the copper-catalysed azide–alkyne cycloaddition, performed in a Polarclean/water mixture as a reaction medium. The process is very efficient, affording in 24 out of the 26 tested cases the desired triazole in quantitative yields. Product isolation is also very convenient, since the triazoles either precipitate or form a separate liquid phase, without the need to perform chromatographic separations. Moreover, since the metal catalyst is retained in the Polarclean/water phase, the catalyst/reaction medium can be easily reused for consecutive reaction runs, without an apparent loss in efficiency. This methodology is associated with very limited waste production, as evidenced by calculated E-factors in the range 2.6–3.7.

Graphical abstract: Waste-minimised copper-catalysed azide–alkyne cycloaddition in Polarclean as a reusable and safe reaction medium

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Publication details

The article was received on 06 Oct 2017, accepted on 21 Nov 2017 and first published on 28 Nov 2017


Article type: Paper
DOI: 10.1039/C7GC03022C
Citation: Green Chem., 2018, Advance Article
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    Waste-minimised copper-catalysed azide–alkyne cycloaddition in Polarclean as a reusable and safe reaction medium

    L. Luciani, E. Goff, D. Lanari, S. Santoro and L. Vaccaro, Green Chem., 2018, Advance Article , DOI: 10.1039/C7GC03022C

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