Issue 99, 2014

ZrO2-supported Cu(ii)–β-cyclodextrin complex: construction of 2,4,5-trisubstituted-1,2,3-triazoles via azide–chalcone oxidative cycloaddition and post-triazole alkylation

Abstract

An efficient one-pot three-component stepwise approach for the synthesis of N-2-substituted-1,2,3-triazoles from chalcones, sodium azide and esters has been developed using a recoverable and reusable ZrO2 nanoparticle-supported Cu(II)–β-cyclodextrin complex as a catalyst. N-2 alkylation of triazoles using different aryl–alkyl esters without any additives has been achieved for the first time. The one-pot operation, atom-economical nature, regioselectivity and good yields are the noteworthy features of this protocol. The reusability of the prepared nanocatalyst was successfully examined four times without any appreciable loss in catalytic activity.

Graphical abstract: ZrO2-supported Cu(ii)–β-cyclodextrin complex: construction of 2,4,5-trisubstituted-1,2,3-triazoles via azide–chalcone oxidative cycloaddition and post-triazole alkylation

Supplementary files

Article information

Article type
Communication
Submitted
07 Sep 2014
Accepted
20 Oct 2014
First published
20 Oct 2014

RSC Adv., 2014,4, 55800-55806

Author version available

ZrO2-supported Cu(II)–β-cyclodextrin complex: construction of 2,4,5-trisubstituted-1,2,3-triazoles via azide–chalcone oxidative cycloaddition and post-triazole alkylation

Y. R. Girish, K. S. Sharath Kumar, U. Muddegowda, N. K. Lokanath, K. S. Rangappa and S. Shashikanth, RSC Adv., 2014, 4, 55800 DOI: 10.1039/C4RA09970B

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