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Issue 6, 2012
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One pot ‘click’ reaction: CuII–hydrotalcite catalyzed tandem synthesis of β-hydroxy triazoles via regioselective opening of epoxide followed by [3+2] cycloaddition

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Abstract

A novel copper (II) hydrotalcite catalyst has been investigated for its use in the cascade synthesis of β-hydroxy triazoles. It is found to be a dynamic catalyst for regioselective organic synthesis in water. The copper (II) hydrotalcite catalyst, in various Cu : Al molar ratios, was prepared by adopting a coprecipitation method and characterized using different techniques. The three component (epoxides, sodium azide and terminal alkynes) reactions under investigation were performed in water at ambient temperature without any additives. The formation of 2-azido alcohol, generated in situ, was observed to be the key step in the [3+2] cycloaddition of the click reaction. The optimized reaction procedures described herein are not only regioenriched and high yielding but also eco-friendly.

Graphical abstract: One pot ‘click’ reaction: CuII–hydrotalcite catalyzed tandem synthesis of β-hydroxy triazoles via regioselective opening of epoxide followed by [3+2] cycloaddition

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Publication details

The article was received on 29 Jan 2012, accepted on 08 Mar 2012 and first published on 09 Mar 2012


Article type: Paper
DOI: 10.1039/C2CY20052J
Catal. Sci. Technol., 2012,2, 1264-1268

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    One pot ‘click’ reaction: CuII–hydrotalcite catalyzed tandem synthesis of β-hydroxy triazoles via regioselective opening of epoxide followed by [3+2] cycloaddition

    A. N. Prasad, B. Thirupathi, G. Raju, R. Srinivas and B. M. Reddy, Catal. Sci. Technol., 2012, 2, 1264
    DOI: 10.1039/C2CY20052J

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