Synthesis of some thiophene-fused azepino[5,4,3 -cd]indoles

Basem Moosa*, Kayed A. Abu Safieh, Mustafa M. El-Abadelah

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

Abstract

Interaction of indolylzinc chloride with 2-chloro-3-nitrothiophene gave 3-(3-nitrothien-2-yl)indole (7) which was converted, via reduction followed by acylation, into 3-(3-acylaminothien-2-yl)indoles (9a-c). Cyclization of 9a-c induced by phosphorus oxychloride under Bischler-Napieralski reaction conditions, took place regioselectively at the indolic C-4 locus to furnish the respective thieno[2′,3′: 6,7]azepino[5,4,3-cd]indoles (3a-c).

Original languageEnglish (US)
Pages (from-to)1831-1840
Number of pages10
JournalHeterocycles
Volume57
Issue number10
StatePublished - Oct 1 2002

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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