Preparation of 1,2- and 1,4-dihydro derivatives of 6,7-dimethyl-2,3-diphenylquinoxaline via its dianion formed by reductive metallation


Kaban S., AYDOĞAN F.

MONATSHEFTE FUR CHEMIE, cilt.139, sa.6, ss.669-672, 2008 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 139 Sayı: 6
  • Basım Tarihi: 2008
  • Doi Numarası: 10.1007/s00706-007-0812-1
  • Dergi Adı: MONATSHEFTE FUR CHEMIE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.669-672
  • Yıldız Teknik Üniversitesi Adresli: Evet

Özet

Treatment of 6,7-dimethyl-2,3-diphenylquinoxaline with sodium in tetrahydrofuran formed a monomeric dianion. The chemical behavior of this dianion was investigated by a variety of reagents. As the result, alkylation reactions gave 1,2-dihydro derivatives, while acylation reactions occured at 1,4-positions. Annulation of the pyrazine ring system was accomplished by treating the dianion with oligomethylene dichlorides, Cl(CH(2))(n)Cl, n = 2-4.