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Multicomponent Electrocatalytic Selective Approach to Unsymmetrical Spiro[furo[3,2-c]pyran-2,5′-pyrimidine] Scaffold under a Column Chromatography-Free Protocol at Room Temperature Научная публикация

Журнал Chemistry
ISSN: 2624-8549
Вых. Данные Год: 2022, Том: 4, Номер: 2, Страницы: 615-629 Страниц : 15 DOI: 10.3390/chemistry4020044
Авторы Ryzhkova Yuliya E. 1 , Elinson Michail N. 1 , Vereshchagin Anatoly N. 1 , Karpenko Kirill A. 1 , Ryzhkov Fedor V. 1 , Ushakov Ivan E. 2 , Egorov Mikhail P. 1
Организации
1 N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, Russia
2 A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, 28 Vavilova St., 119991 Moscow, Russia

Реферат: Electrochemical synthesis suggested a mild, green and atom-efficient route to interesting and useful molecules, thus avoiding harsh chemical oxidizing and reducing agents used in traditional synthetic methods. Organic electrochemistry offers an excellent alternative to conventional methods of organic synthesis and creates a modern tool for carrying out organic synthesis, including cascade and multicomponent ones. In this research, a novel electrocatalytic multicomponent transformation was found: the electrochemical multicomponent assembly of arylaldehydes, N,N′-dimethylbarbituric acid and 4-hydroxy-6-methyl-2H-pyran-2-one in one pot reaction was carried out in alcohols in an undivided cell in the presence of alkali metal halides with the selective formation of substituted unsymmetrical 1′,3′,6-trimethyl-3-aryl-2′H,3H,4H-spiro[furo[3,2-c]pyran-2,5′-pyrimidine]-2′,4,4′,6′(1′H,3′H)-tetraones in 73–82% yields. This new electrocatalytic process is a selective, facile and efficient way to obtain spiro[furo[3,2-c]pyran-2,5′-pyrimidines]. According to screening molecular docking data using a self-made Python script in Flare, all synthesized compounds may be prominent for different medical applications, such as breast cancer, neurodegenerative diseases and treatments connected with urinary tract, bones and the cardiovascular system.
Библиографическая ссылка: Ryzhkova Y.E. , Elinson M.N. , Vereshchagin A.N. , Karpenko K.A. , Ryzhkov F.V. , Ushakov I.E. , Egorov M.P.
Multicomponent Electrocatalytic Selective Approach to Unsymmetrical Spiro[furo[3,2-c]pyran-2,5′-pyrimidine] Scaffold under a Column Chromatography-Free Protocol at Room Temperature
Chemistry. 2022. V.4. N2. P.615-629. DOI: 10.3390/chemistry4020044 WOS OpenAlex
Идентификаторы БД:
Web of science: WOS:000817366000001
OpenAlex: W4283119541
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