Heterocycles in organic synthesis. Part 6. Nucleophilic displacements of primary amino-groups via 2,4,6-triphenylpyridinium salts
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 418-425
- https://doi.org/10.1039/p19790000418
Abstract
Benzylamine and 2-, 3-, and 4-pyridylmethylamine are readily converted into the corresponding 1-substituted 2,4,6-triphenylpyridinium cations, from which 2,4,6-triphenylpyridine is displaced in high yield by a variety of nucleophiles. This synthetic method avoids the use of unstable and obnoxious pyridylmethyl halides and shows steric selectivity of significance in the conversion of secondary into tertiary amines by alkylation.Keywords
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