Multicomponent synthesis of new barbituric acid derivatives

Multicomponent synthesis of new barbituric acid derivatives Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2024, Volume: 73, Number: 5, Pages: 1286-1296 Pages count : 11 DOI: 10.1007/s11172-024-4245-3

Authors

Elinson M.N. ¹ , Vereshchagin A.N. ¹ , Ryzhkova Yu.E. ¹ , Karpenko K.A. ¹ , Iliyasov T.M. ¹ , Kalashnikova V.M. ² , Egorov M.P. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
2	Mendeleev University of Chemical Technology of Russia, 9 Miusskaya pl., 125047, Moscow, Russian Federation

A new type of the four-component tandem Knoevenagel—Michael reaction was discovered, which used arylaldehydes, N,N′-dimethylbarbituric acid, dimedone, and morpholine or piperidine in organic solvents or in water. The reaction proceeded under mild conditions at room temperature with the formation of a new substituted unsymmetrical polycyclic ionic scaffold in 83–98% yields. The structures of the reaction products were confirmed by X-ray diffraction analysis on the example of two compounds. The further oxidative cyclization of the Knoevenagel—Michael reaction products led to unsymmetrical substituted dihydrofurans spiro-annulated with N,N′-dimethylbarbituric acid. The structures of the synthesized compounds were confirmed by X-ray diffraction analysis.

Elinson M.N. , Vereshchagin A.N. , Ryzhkova Y.E. , Karpenko K.A. , Iliyasov T.M. , Kalashnikova V.M. , Egorov M.P.
Multicomponent synthesis of new barbituric acid derivatives
Russian Chemical Bulletin. 2024. V.73. N5. P.1286-1296. DOI: 10.1007/s11172-024-4245-3 Scopus OpenAlex

Scopus:	2-s2.0-85196628730
OpenAlex:	W4399897714

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