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Selective assembly of N1- and N2-alkylated 1,2,3-triazoles via copper-catalyzed decarboxylative cycloaddition of alkynyl carboxylic acids with ethers and azidotrimethylsilane

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Abstract

A convenient and practical copper-catalyzed three component protocol has been developed for the selective assembly of N1- and N2-alkylated 1,2,3-triazoles from readily available alkynyl carboxylic acids, azidotrimethylsilane (TMSN3) and ethers. The present reaction can be achieved by decarboxylative cycloaddition of alkynyl carboxylic acids with TMSN3 and ethers, which is an efficient and selective approach to access a number of N1- and N2-alkylated 1,2,3-triazoles in moderate to good yields.

Graphical abstract: Selective assembly of N1- and N2-alkylated 1,2,3-triazoles via copper-catalyzed decarboxylative cycloaddition of alkynyl carboxylic acids with ethers and azidotrimethylsilane

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Publication details

The article was received on 18 Oct 2019, accepted on 04 Nov 2019 and first published on 04 Nov 2019


Article type: Research Article
DOI: 10.1039/C9QO01277J
Org. Chem. Front., 2019, Advance Article

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    Selective assembly of N1- and N2-alkylated 1,2,3-triazoles via copper-catalyzed decarboxylative cycloaddition of alkynyl carboxylic acids with ethers and azidotrimethylsilane

    P. Bao, N. Meng, Y. Lv, H. Yue, J. Li and W. Wei, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO01277J

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