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

Authors
Ocal, N Turgut, Z Kaban, S
Citation
N. Ocal et al., Reductive metallation of 6-methyl-2,3-diphenylquinoxaline. Synthesis of 1,4-dihydro-1,4-diazine derivatives, J HETERO CH, 35(6), 1998, pp. 1349-1351
Citations number
7
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
35
Issue
6
Year of publication
1998
Pages
1349 - 1351
Database
ISI
SICI code
0022-152X(199811/12)35:6<1349:RMO6SO>2.0.ZU;2-B
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 investig ated with various alkylation and acylation reagents. An annulation of the p yrazine ring system was accomplished by treating the dianion with polymethy lene chlorides, CI(CH2)(n)Cl, n = 3.4.