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- Title
The structure of products of phenacylation and subsequent (re)cyclizations of 3-acetyl-4,6-dimethylpyridin-2(1 H)-one according to X-ray structural analysis.
- Authors
Okul', Ekaterina; Rybakov, Victor; Babaev, Eugene
- Abstract
A novel phenacylation reaction of an acetylpyridone has been described for the first time, where isomeric O- and N-substitution products were formed which then underwent cyclization under basic conditions with the formation of furo[2,3- b]pyridine and indolizin-5-one. Cyclization of the N-isomer under acidic conditions lead to an [1,3]oxazolo[3,2- a]pyridin-1-ium salt, which transformed into 5-morpholinoindolizine by the action of morpholine, and into oxazolylpyridine by the action of ammonia. Structures of the products were established by X-ray structural analysis.
- Subjects
PYRIDONE derivatives; AMMONIA; PYRIDINE; ISOMERS; X-ray spectrometers
- Publication
Chemistry of Heterocyclic Compounds, 2017, Vol 53, Issue 9, p997
- ISSN
0009-3122
- Publication type
Article
- DOI
10.1007/s10593-017-2161-2