Two-step synthesis of new 1,2,4,5-tetrahydrospiro-[3H-2-benzazepine-3,4′-piperidines] from 4-iminopiperidines

New spiro[3H‐2‐benzazepine‐3,4′‐piperidines] and their precursors, N‐substituted 4‐allyl‐4‐N‐benzyl‐aminopiperidines, have been prepared as potential psychotic agents from readily available 4‐iminopiperidines, by a sequence of reactions that included nucleophilic addition of Grignard reagents and Br...

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Published in:Journal of heterocyclic chemistry 2001-07, Vol.38 (4), p.837-842
Main Authors: Alirio, Palma R., Salas, Sandra, Kouznetsov, Vladimir, Stashenko, Elena, Gisela, Montenegro N., Angel, Fontela G.
Format: Article
Language:English
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Summary:New spiro[3H‐2‐benzazepine‐3,4′‐piperidines] and their precursors, N‐substituted 4‐allyl‐4‐N‐benzyl‐aminopiperidines, have been prepared as potential psychotic agents from readily available 4‐iminopiperidines, by a sequence of reactions that included nucleophilic addition of Grignard reagents and Bronsted acid‐mediated intramolecular cyclisation. Some of the compounds prepared have been tested in albine mice for spontaneous motor activity. All compounds prepared were characterized by ir and 1H nmr spectroscopies and cg‐ms spectrometry.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570380405