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Two‐step synthesis of new 1,2,4,5‐tetrahydrospiro‐[3 H ‐2‐benzazepine‐3,4′‐piperidines] from 4‐iminopiperidines
Author(s) -
Alirio Palma R.,
Salas Sandra,
Kouznetsov Vladimir,
Stashenko Elena,
Gisela Montenegro N.,
Angel Fontela G.
Publication year - 2001
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570380405
Subject(s) - chemistry , benzazepine , intramolecular force , reagent , nucleophile , stereochemistry , benzazepines , medicinal chemistry , nucleophilic addition , organic chemistry , catalysis
New spiro[3 H ‐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 1 H nmr spectroscopies and cg‐ms spectrometry.