An unusual result of the reaction of α-acetylene aldehydes, pyridines, and malonic acid. Synthesis and structure of novel pyridine betaines

An unusual result of the reaction of α-acetylene aldehydes, pyridines, and malonic acid. Synthesis and structure of novel pyridine betaines

5-Aryl-2-carboxy-5-(pyridin-1-ium-1-yl)penta-2,4-dienoates, previously unknown pyridine betaines, were formed in 32–70% yields as a result of the reaction of arylpropynals, substituted pyridines, and malonic acid instead of the expected 5-arylpent-2-en-4-ynoic acids. The molecular structure of the n...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) Vol. 55; no. 1; pp. 93 - 96
Main Authors: Golovanov, Aleksander А., Dan’kov, Sergei А., Sokov, Sergey А., Melnikov, Pavel А., Ukolov, Anton I., Voronova, Evgeniya D., Vologzhanina, Anna V., Bunev, Aleksander S.
Format: Journal Article
Language:English
Published: New York Springer US 01-01-2019
Springer Nature B.V
Subjects:
Acetylene
Aldehydes
Aromatic compounds
Betaines
Chemical synthesis
Chemistry
Chemistry and Materials Science
Molecular structure
Organic Chemistry
Pharmacy
Pyridines
Structural analysis
condensation
X-ray structural analysis
α-acetylene aldehydes
pyridines
pyridine betaines
malonic acid
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Summary:5-Aryl-2-carboxy-5-(pyridin-1-ium-1-yl)penta-2,4-dienoates, previously unknown pyridine betaines, were formed in 32–70% yields as a result of the reaction of arylpropynals, substituted pyridines, and malonic acid instead of the expected 5-arylpent-2-en-4-ynoic acids. The molecular structure of the novel compounds was studied by X-ray structural analysis.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-019-02424-6