A New Synthetic Framework for 11-Demethylellipticine

Gocmenturk M., GÜNDOĞDU HIZLIATEŞ C., Ergun Y.

JOURNAL OF HETEROCYCLIC CHEMISTRY, vol.53, no.3, pp.767-770, 2016 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 53 Issue: 3
  • Publication Date: 2016
  • Doi Number: 10.1002/jhet.2366
  • Journal Name: JOURNAL OF HETEROCYCLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.767-770
  • Dokuz Eylül University Affiliated: Yes

Abstract

A new synthetic route for the synthesis of 5-methyl-6H-pyrido[4,3-b]carbazole (8), so-called 11-demethylellipticine, was described. Construction of the tetracyclic structure hexahydro-1H-pyrido[4,3-b]carbazol-5(6H)-one skeleton (6) was also achieved by nucleophilic substitution reaction in the synthetic route. Also new tetrahydrocarbazole derivatives (2, 3, 4, and 5) were synthesized. Several ellipticine analogs and octahydropyridocarbazole-based G-protein coupled receptors inhibitors can also be synthesized from tetracyclic structure (6) because of carbonyl functionality at position 5.