danДоклады Национальной академии наук БеларусиDoklady of the National Academy of Sciences of Belarus1561-83232524-2431The Republican Unitary Enterprise Publishing House "Belaruskaya Navuka"10.29235/1561-8323-2025-69-1-32-39dan-1233Research ArticleХИМИЯCHEMISTRYСинтез 2-алкилзамещенных аналогов изофлавоноидов с неароматическим циклом А на основе 2-[2-(арил)ацетил]циклогексан-1,3-дионов и ангидридов карбоновых кислотSynthesis of 2-alkyl-substituted isoflavonoid analogues with non-aromatic ring A on the basis of 2-[2-(aryl)acetyl]cyclohexane-1,3-diones and carboxylic acid anhydridesПашковскийФ. С.PashkovskyF. S.

Пашковский Феликс Сигизмундович – канд. хим. наук, вед. науч. сотрудник

ул. Купревича, 5/2, 220141, Минск

Pashkovsky Felix S. – Ph. D. (Chemistry), Leading Researcher

5/2, Kuprevich Str., 220141, Minsk

pashkovsky61@mail.ruРубиновД. Б.RubinovD. B.

Рубинов Дмитрий Брониславович – канд. хим. наук, вед. науч. сотрудник

ул. Купревича, 5/2, 220141, Минск

Rubinov Dmitry B. – Ph. D. (Chemistry), Leading Researcher

5/2, Kuprevich Str., 220141, Minsk

rubinov@iboch.byЛинникВ. И.LinnikV. I.

Линник Владислав Игоревич – магистр, мл. науч. сотрудник

ул. Купревича, 5/2, 220141, Минск

Linnik Vladislav I. – Master of Science, Junior Researcher

5/2, Kuprevich Str., 220141, Minsk

vlad.linnik00@gmail.comЛахвичФ. А.LakhvichF. A.

Лахвич Федор Адамович – академик, д-р хим. наук, профессор, гл. науч. сотрудник

ул. Купревича, 5/2, 220141, Минск

Lakhvich Fedor A. – Academician, D. Sc. (Chemistry), Professor, Chief Researcher

5/2, Kuprevich Str., 220141, Minsk

lakhvich@iboch.byИнститут биоорганической химии Национальной академии наук БеларусиInstitute of Bioorganic Che mistry of the National Academy of Sciences of Belarus2025260220256913239Copyright © Пашковский Ф.С., Рубинов Д.Б., Линник В.И., Лахвич Ф.А., 20252025Пашковский Ф.С., Рубинов Д.Б., Линник В.И., Лахвич Ф.А.Pashkovsky F.S., Rubinov D.B., Linnik V.I., Lakhvich F.A.Данная работа распространяется под лицензией Creative Commons Attribution 4.0.This work is licensed under a Creative Commons Attribution 4.0 License.https://doklady.belnauka.by/jour/article/view/1233

Предложен простой и удобный метод синтеза 2-алкилзамещенных аналогов изофлавоноидов с неароматическим циклом А, заключающийся в ацилировании 2-[2-(арил)ацетил]циклогексан-1,3-дионов ангидридами карбоновых кислот и внутримолекулярной альдольно-кротоновой конденсации образующихся при этом енолацилатов в присутствии основных агентов (триэтиламин, ацетат натрия, карбонат калия). 2-[2-(Арил)ацетил]циклогексан-1,3-дионы получены конденсацией 5-замещенных циклогексан-1,3-дионов с арилуксусными кислотами под действием дициклогексилкарбодиимида и катализируемой 4-(диметиламино)пиридином О–С-изомеризацией образующихся при этом О-ацилатов.

A simple and convenient method for the synthesis of 2-alkyl-substituted analogues of isoflavonoids with nonaromatic ring A is proposed. The method consists of acylation of 2-[2-(aryl)acetyl]cyclohexane-1,3-diones with carboxylic acid anhydrides followed by intramolecular aldol-crotonic condensation of the resulting enolacylates in the presence of basic agents (triethylamine, sodium acetate, potassium carbonate). 2-[2-(Aryl)acetyl]cyclohexane-1,3-diones were obtained by condensation of 5-substituted cyclohexane-1,3-diones with arylacetic acids under the action of dicyclohexylcarbodiimide and 4-(dimethylamino)pyridine-catalyzed O-C isomerization of the resulting O-acylates.

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The authors declare that there are no conflicts of interest present.