Four-component transformation of benzaldehydes, dimethylbarbituric acid, 4-hydroxy-6-methyl-2H-pyran-2-one, and morpholine into the unsymmetrical ionic scaffold with three different heterocyclic rings

A new type of the four-component tandem Knoevenagel—Michael reaction was discovered. The transformation of arylaldehydes, N , N ′-dimethylbarbituric acid, 4-hydroxy-6-methyl-2 H -pyran-2-one, and morpholine in alcohols, other organic solvents, and water without a catalyst or any other additives and...

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Bibliographic Details
Published in:Russian chemical bulletin 2022-03, Vol.71 (3), p.464-473
Main Authors: Elinson, M. N., Vereshchagin, A. N., Ryzhkova, Y. E., Karpenko, K. A., Ushakov, I. E., Maslov, O. I., Egorov, M. P.
Format: Article
Language:English
Subjects:
Additives
Alcohols
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Full Articles
Inorganic Chemistry
Michael reaction
Morpholine
Organic Chemistry
Scaffolds
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Summary:A new type of the four-component tandem Knoevenagel—Michael reaction was discovered. The transformation of arylaldehydes, N , N ′-dimethylbarbituric acid, 4-hydroxy-6-methyl-2 H -pyran-2-one, and morpholine in alcohols, other organic solvents, and water without a catalyst or any other additives and without heating leads to the selective formation of a new substituted unsymmetric ionic scaffold with three different heterocyclic rings in 81–98% yields. The structure of the obtained compounds was confirmed by the data of X-ray diffraction analysis.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-022-3434-1