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Mendeleev Communications, 2025, Volume 35, Issue 3, Pages 255–257
DOI: https://doi.org/10.71267/mencom.7660
(Mi mendc6476)
 

Communications

Tandem Knoevenagel–Michael reaction with oxidative cyclization in the synthesis of spiro[furo[3,2-c]pyran-2,5′ -pyrimidine] scaffold

M. N. Elinson, A. N. Vereshchagin, Yu. E. Ryzhkova, K. A. Karpenko, V. M. Kalashnikova, M. P. Egorov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation
References:
Abstract: The new multicomponent one-pot tandem Knoevenagel–Michael reaction between aromatic aldehydes, N,N'-dimethylbarbituric acid, and 4-hydroxy-6-methyl-2H-pyran-2-one proceeds in alcohols at ambient temperature to selectively afford new substituted unsymmetrical spiro-[furo[3,2-c]pyran-2,5'-pyrimidine] derivatives with two different heterocyclic rings. The procedure involves available non-expensive reactants, mild and convenient conditions, does not require chromatographic isolation and provides excellent yields. The compounds thus obtained are promising for different biomedical applications.
Keywords: multicomponent reactions, benzaldehydes, barbituric acids, 4-hydroxy-6-methyl-2H-pyran-2-one, N-bromosuccinimide, tandem Knoevenagel–Michael reaction, cyclization.
Received: 18.10.2024
Accepted: 10.12.2024
Published: 31.03.2025
Bibliographic databases:
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (1.1 Mb)


Citation: M. N. Elinson, A. N. Vereshchagin, Yu. E. Ryzhkova, K. A. Karpenko, V. M. Kalashnikova, M. P. Egorov, “Tandem Knoevenagel–Michael reaction with oxidative cyclization in the synthesis of spiro[furo[3,2-c]pyran-2,5′ -pyrimidine] scaffold”, Mendeleev Commun., 35:3 (2025), 255–257
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