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Reductive metallation of 6-methyl-2,3-diphenylquinoxaline. Synthesis of 1,4-dihydro-1,4-diazine derivatives

✍ Scribed by Nüket Öcal; Zuhal Turgut; Şniz Kaban

Publisher: Journal of Heterocyclic Chemistry
Year: 1998
Tongue: English
Weight: 226 KB
Volume: 35
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570350620

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✦ Synopsis

Abstract

The reductive metallation of 6‐methyl‐2,3‐diphenylquinoxaline 1 with sodium metal in tetrahydrofuran and inert atmosphere to a monomeric dianion 2 has been explored and the nucleophilicity of this disodium adduct was investigated with various alkylation and acylation reagents. An annulation of the pyrazine ring system was accomplished by treating the dianion with polymethylene chlorides, Cl(CH~2~)~n~Cl, n = 3,4.

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