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Stereoselective synthesis of conformationally constrained tropane analogues: 6-Chloro-2,5-diazatetracyclo[8.5.0.02,13.04,9]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

✍ Scribed by Jie Cheng; Liang Xu; Edwin D. Stevens; Mark L. Trudell; Sari Izenwasser; Dean Wade

Publisher: Journal of Heterocyclic Chemistry
Year: 2004
Tongue: English
Weight: 241 KB
Volume: 41
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570410414

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✦ Synopsis

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.

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