Homolytic substitution of heteroaromatic compounds. Part I. Homolytic benzylation of pyridine, quinoline, and isoquinoline in acidic and non-acidic media
- 1 January 1969
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- No. 3,p. 388-390
- https://doi.org/10.1039/j39690000388
Abstract
The effect of N-protonation on the homolytic benzylation of pyridine, quinoline, and isoquinoline has been studied. Pyridine is not benzylated in non-acidic solution, but 2- and 4-benzylpyridine are formed in acidic media. Benzylation of quinoline at positions 2 and 4, and isoquinoline at positions 1, 3, and 4, occurs to a small extent in nonacidic solution, and the reactivities of positions 2 and 4 in quinoline and position 1 in isoquinoline are enhanced in acidic media.Keywords
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