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


Ocal N., Turgut Z., Kaban S.

JOURNAL OF HETEROCYCLIC CHEMISTRY, vol.35, no.6, pp.1349-1351, 1998 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 35 Issue: 6
  • Publication Date: 1998
  • Doi Number: 10.1002/jhet.5570350620
  • Journal Name: JOURNAL OF HETEROCYCLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1349-1351
  • Yıldız Technical University Affiliated: Yes

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, CI(CH2)(n)Cl, n = 3.4.