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A Novel Approach to 1-Monosubstituted 1,2,3-Triazoles by a Click Cycloaddition/Decarboxylation Process

Mei Xu, Chunxiang Kuang*, Zhuo Wang, Qing Yang, Yubo Jiang

*Department of Chemistry, Tongji University, Siping Road 1239, Shanghai 200092, P. R. of China, Email: kuangcxtongji.edu.cn

M. Xu, C. Kuang, Z. Wang, Q. Yang, Y. Jiang, Synthesis, 2011, 223-228.

DOI: 10.1055/s-0030-1258357


Abstract

A synthesis of 1-monosubstituted 1,2,3-triazoles was achieved using azides and propiolic acid by copper-catalyzed click cycloaddition/decarboxylation in N,N-dimethylformamide at room temperature or 60˚C in good yields. The reaction conditions were found to be successful for aryl and vinyl azide reactants and tolerate various functionalities.

see article for more examples



The Use of Calcium Carbide in the Synthesis of 1-Monosubstituted Aryl 1,2,3-Triazole via Click Chemistry

Y. Jiang, C. Kuang, Q. Yang, Synlett, 2009, 3163-3166.


Key Words

click chemistry, copper catalysis, decarboxylation, heterocycles, 1,2,3-triazoles


ID: J66-Y2011-0070