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Divergent Synthesis of Substituted Amino-1,2,4-triazole Derivatives

Fenghai Zhao, Thishana Singh, Yumei Xiao, Wangcang Su, Dongyan Yang, Changqing Jia, Jia-Qi Li*, Zhaohai Qin

*Innovation Center of Pesticide Research, Department of Chemistry, College of Science, China Agricultural University, Beijing 100193, P. R. of China, Email: jiaqilicau.edu.cn

F. Zhao, T. Singh, Y. Xiao, W. Su, D. Yang, C. Jia, J.-Q. Li, Z. Qin, Synthesis, 2021, 53, 1901-1910.

DOI: 10.1055/a-1344-2126


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Abstract

Readily accessible N'-nitro-2-hydrocarbylidene-hydrazinecarboximidamides can be cyclized to disubstituted 1H- and 4H-1,2,4-triazoles in good yields under mild reaction conditions. Whereas intramolecular redox reactions under acidic conditions provide amino-1,2,4-triazoles, neutral conditions with water as the solvent and air as oxidant give nitroimino-1,2,4-triazoles.

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Key Words

triazoles, 1H-1,2,4-triazoles, divergent synthesis, redox chemistry, cyclization, heterocycles


ID: J66-Y2021