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The nucleophilic ring-opening of N-benzylquinuclidinium bromide

✍ Scribed by Oskar Axelsson; Dan Peters

Book ID: 102345981
Publisher: Journal of Heterocyclic Chemistry
Year: 1997
Tongue: English
Weight: 231 KB
Volume: 34
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570340217

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✦ Synopsis

Abstract

N‐Benzylquinuclidinium bromide was ring opened by a series of heteronucleophiles, in the presence of cesium carbonate, to yield the corresponding N‐benzyl‐4‐(2‐hetero‐ethyl)piperidines. The best yields were found with thiophenol (56%), phenol (55%), and benzimidazole (38%) as nucleophiles.

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