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

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 Full article

Journal

Journal of Heterocyclic Chemistry
ISSN: 0022-152X , E-ISSN: 1943-5193

Output data

Year: 2024, Volume: 61, Number: 7, Pages: 1057-1065 Pages count : 9 DOI: 10.1002/jhet.4826

Authors

Bakuleva Nadezhda A. ¹ , Lichitsky Boris V. ¹ , Tsyganov Dmitry V. ¹ , Komogortsev Andrey N. ¹ , Melekhina Valeriya G. ¹ , Tretyakov Evgeny V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Science, Moscow, Russia

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.

Bakuleva N.A. , Lichitsky B.V. , Tsyganov D.V. , Komogortsev A.N. , Melekhina V.G. , Tretyakov E.V.
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. 2024. V.61. N7. P.1057-1065. DOI: 10.1002/jhet.4826 Scopus OpenAlex

Scopus:	2-s2.0-85192558265
OpenAlex:	W4396778158

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