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

Kocak R., DAŞTAN A., SARAÇOĞLU N.

JOURNAL OF HETEROCYCLIC CHEMISTRY, vol.55, no.6, pp.1489-1493, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 55 Issue: 6
  • Publication Date: 2018
  • Doi Number: 10.1002/jhet.3180
  • Journal Name: JOURNAL OF HETEROCYCLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Page Numbers: pp.1489-1493
  • Ankara University Affiliated: No

Abstract

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.