Stereoselective synthesis of conformationally constrained tropane analogues: 6-Chloro-2,5-diazatetracyclo[8.5.0.02,13.0 4,9]pentadeca-4,6,8-triene-11-one and 6-chloro-2,7-diazatetracyclo- [8.5.0.02,13.04,9]pentadeca-4,6,8-triene-11-one

Jie Cheng, Liang Xu, Edwin D. Stevens, Mark L. Trudell, Sari Izenwasser, Dean Wade

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

Two conformationally constrained tropane derivatives were prepared as rigid nicotinic acetylcholine receptor ligands. A palladium catalyzed intramolecular α-arylation reaction was employed to generate the tricyclic compounds in good yields from N-(bromo-chloropyridylmethyl)-8-azabicyclo[3.2.1]octan-3-ones.

Original languageEnglish (US)
Pages (from-to)569-574
Number of pages6
JournalJournal of Heterocyclic Chemistry
Volume41
Issue number4
DOIs
StatePublished - Jan 1 2004

ASJC Scopus subject areas

  • Organic Chemistry

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