Issue 24, 2019

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
18 Oct 2019
Accepted
04 Nov 2019
First published
04 Nov 2019

Org. Chem. Front., 2019,6, 3983-3988

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, 6, 3983 DOI: 10.1039/C9QO01277J

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