Bromination of quinoxaline and derivatives: Effective synthesis of some new brominated quinoxalines

UCAR S., Essiz S., DAŞTAN A.

TETRAHEDRON, cilt.73, sa.12, ss.1618-1632, 2017 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 73 Sayı: 12
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1016/j.tet.2017.02.014
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1618-1632
  • Anahtar Kelimeler: Quinoxaline, Tetrahydroquinoxaline, Bromination, Birch reduction, Aromatization, SENSITIZED SOLAR-CELLS, HIGH-TEMPERATURE BROMINATION, CATALYTIC ASYMMETRIC-SYNTHESIS, QUINOLINE N-OXIDES, TRANSFER HYDROGENATION, OXIDATIVE CYCLIZATION, QUINAZOLINE ALKALOIDS, ORGANIC SENSITIZERS, BIOLOGICAL-ACTIVITY, AROMATIC-COMPOUNDS
  • Atatürk Üniversitesi Adresli: Evet

Özet

The synthesis of brominated quinoxaline derivatives starting from several kinds of quinoxaline by different bromination strategies was studied. First the synthesis of some brominated quinoxalines was accomplished along with the development of an alternative and effective synthesis of some known compounds. A new, clean, and effective synthetic method for selective reduction of quinoxaline to 1,2,3,4-tetrahydroquinoxaline was also developed. The products obtained were characterized by means of NMR spectroscopy, elemental analyses, and mass spectrometry. (C) 2017 Elsevier Ltd. All rights reserved.