p-Toluenesulfonic Acid Mediated 1,3-Dipolar Cycloaddition of Nitroolefins with NaN₃ for Synthesis of 4-Aryl-NH-1,2,3-triazoles

Xue-Jing Quan, Zhi-Hui Ren, Yao-Yu Wang and Zheng-Hui Guan*

*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, Email: guanzhhnwu.edu.cn

X.-J. Quan, Z.-H. Ren, Y.-Y. Wang, Z.-H. Guan, Org. Lett., 2014, 16, 5728-5731.

DOI: 10.1021/ol5027975

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Abstract

p-TsOH is a vital additive in the 1,3-dipolar cycloaddition of nitroolefins and sodium azide. This p-TsOH-mediated cycloaddition enables a rapid synthesis of valuable 4-aryl-NH-1,2,3-triazoles in high yields.

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Key Words

1,2,3-triazoles

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ID: J54-Y2014