The Nucleophilic Ring-opening of N-Benzylquinuclidinium Bromide

Article abstract of DOI:10.1002/jhet.5570340217

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.