Synthesis of Pyridazine and Pyrrole Analogues of 2-Aminotetralin as Potential Dopaminergics

Koçak R., DAŞTAN A., SARAÇOĞLU N.

JOURNAL OF HETEROCYCLIC CHEMISTRY, cilt.55, sa.6, ss.1489-1493, 2018 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 55 Sayı: 6
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1002/jhet.3180
  • Dergi Adı: JOURNAL OF HETEROCYCLIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1489-1493
  • Atatürk Üniversitesi Adresli: Evet

Özet

Syntheses of pyridazine and pyrrole analogues of 2-aminotetralin starting from 3-cyclohexene-1-carboxylic acid are reported. All syntheses involve the following key steps: Curtius rearrangement for amine functionality, inverse electron demand Diels-Alder addition with 1,2,4,5-tetrazine for pyridazine ring synthesis, and pyridazine-to-pyrrole ring contraction for pyrrole ring formation.