p-Toluenesulfonic acid mediated 1,3-dipolar cycloaddition of nitroolefins with NaN3 for synthesis of 4-aryl-NH-1,2,3-triazoles

  • Org Lett. 2014 Nov 7;16(21):5728-31. doi: 10.1021/ol5027975.
Xue-Jing Quan  1 ,  Zhi-Hui Ren ,  Yao-Yu Wang ,  Zheng-Hui Guan
Affiliations
  • 1. Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University , Xi'an, 710127, P. R. China.
PMID: 25343314 DOI: 10.1021/ol5027975
Abstract

A p-TsOH-mediated 1,3-dipolar cycloaddition of nitroolefins and sodium azide for the synthesis of 4-aryl-NH-1,2,3-triazoles has been developed. p-TsOH was discovered as a vital additive in this type of 1,3-dipolar cycloaddition. This novel cycloaddition reaction is a good method for the rapid synthesis of valuable 4-aryl-NH-1,2,3-triazoles in high yields.

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