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

Author:

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

Affiliation:

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

Abstract

AbstractFor 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.

Publisher

Wiley

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