文献类型： 外文期刊
作者： Zhao, Fenghai 1 ; Singh, Thishana 2 ; Xiao, Yumei 1 ; Su, Wangcang 1 ; Yang, Dongyan 1 ; Jia, Changqing 1 ; Li, Jia-Qi 1 ;
作者机构： 1.China Agr Univ, Dept Chem, Coll Sci, Innovat Ctr Pesticide Res, Beijing 100193, Peoples R China
2.Univ KwaZulu Natal, Coll Agr Engn & Sci, Sch Chem & Phys, ZA-4000 Durban, South Africa
3.Henan Acad Agr Sci, Inst Plant Protect, Zhengzhou 450002, Peoples R China
4.Zhongkai Univ Agr & Engn, Coll Chem & Chem Engn, Guangzhou 510225, Guangdong, Peoples R China
5.Tongren Polytech Coll, Natl Engn Res Ctr, Tongren 554300, Guizhou, Peoples R China
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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