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

文献类型： 外文期刊

第一作者： Zhao, Fenghai

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

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关键词： 1,2,4-triazoles; divergent synthesis; redox chemistry; cyclization; heterocycles

期刊名称：SYNTHESIS-STUTTGART （ 影响因子：2.675； 五年影响因子：2.434 ）

ISSN： 0039-7881

年卷期： 2021 年 53 卷 11 期

页码：

收录情况： SCI

摘要： A divergent efficient assembly of disubstituted 1,2,4-triazoles was established by cyclization of readily accessible N'-nitro-2-hydrocarbylidene-hydrazinecarboximidamides with moderate to excellent yields under mild reaction conditions. This divergent synthetic strategy was achieved simply by varying the reaction conditions. Under acidic conditions, amino-1,2,4-triazoles were obtained by an intramolecular redox reaction involving the NO2 group. Control experiments and DFT studies revealed that this transformation proceeds via an intramolecular 1,3-hydride transfer pathway leading to HNO2 elimination. Under neutral conditions with water as the solvent, nitroimino-1,2,4-triazoles were obtained by oxidative intramolecular annulation under air.

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