RUS  ENG
Full version
JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2025 Volume 35, Issue 3, Pages 255–257 (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

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

Language: English

DOI: 10.71267/mencom.7660



Bibliographic databases:


© Steklov Math. Inst. of RAS, 2025