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Synthesis of substituted 5‐aryl‐2,3‐dihydropyrazine 1,4‐dioxides based on condensation of N,N′‐(2,3‐dimethylbutane‐2,3‐diyl)bis(hydroxylamine) with various arylglyoxals
Journal of Heterocyclic Chemistry ( IF 2.4 ) Pub Date : 2024-05-09 , DOI: 10.1002/jhet.4826
Nadezhda A. Bakuleva 1 , Boris V. Lichitsky 1 , Dmitry V. Tsyganov 1 , Andrey N. Komogortsev 1 , Valeriya G. Melekhina 1 , Evgeny V. Tretyakov 1
Affiliation  

For the first time, a method for the synthesis of 2,3‐dihydropyrazine 1,4‐dioxide derivatives was devised. The presented approach is based on the reaction of N,N′‐(2,3‐dimethylbutane‐2,3‐diyl)bis(hydroxylamine) with α‐ketoaldehydes. A distinctive feature of the proposed protocol is the application of sulfate of the aforementioned bis‐hydroxylamine in the considered condensation. The advantages of the newly developed route are a one‐step synthetic procedure involving easily available starting materials, atom economy, and simple work‐up of the reaction mixture. The structure of one of the obtained products was confirmed by x‐ray analysis.

中文翻译:

基于N,N'-(2,3-二甲基丁烷-2,3-二基)双(羟胺)与各种芳基乙二醛缩合合成取代的5-芳基-2,3-二氢吡嗪1,4-二氧化物

首次设计了2,3-二氢吡嗪1,4-二氧化物衍生物的合成方法。所提出的方法是基于反应,'-(2,3-二甲基丁烷-2,3-二基)双(羟胺)与α-酮醛。所提出的方案的一个显着特征是在所考虑的缩合中应用上述双羟胺的硫酸盐。新开发路线的优点是一步合成程序,涉及易于获得的起始原料、原子经济性和反应混合物的简单后处理。通过 X 射线分析确认了所得产物之一的结构。
更新日期:2024-05-09
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