Piperidine‐pyrrolidine ring contraction of 1‐piperideinium bromide (1) was observed by reaction with aqueous bases, sodium methoxide, phenylhydrazine, (S)‐1‐phenylethylamine and sodium borohydride, whereas diazomethane addition mainly gave pyrrolo[3,4‐b]pyridine derivative 8. Some stereochemical features of these reactions have been investigated. 1 gave back bromine under suitable conditions. Copyright © 1987 Journal of Heterocyclic Chemistry
Donati, D., Fusi, S., Macripò, M.A., Ponticelli, F. (1987). Reactivity of a Cyclic alpha-Bromoiminium Bromide towards Nucleophiles. JOURNAL OF HETEROCYCLIC CHEMISTRY, 24(2), 481-483 [10.1002/jhet.5570240233].
Reactivity of a Cyclic alpha-Bromoiminium Bromide towards Nucleophiles
Fusi, Stefania;Ponticelli, Fabio
1987-01-01
Abstract
Piperidine‐pyrrolidine ring contraction of 1‐piperideinium bromide (1) was observed by reaction with aqueous bases, sodium methoxide, phenylhydrazine, (S)‐1‐phenylethylamine and sodium borohydride, whereas diazomethane addition mainly gave pyrrolo[3,4‐b]pyridine derivative 8. Some stereochemical features of these reactions have been investigated. 1 gave back bromine under suitable conditions. Copyright © 1987 Journal of Heterocyclic Chemistry
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https://hdl.handle.net/11365/6729
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