Work

Synthesis 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 anhydrides

Year: 2025

Type: article

Abstract: 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.

Source: Doklady of the National Academy of Sciences of Belarus

DOI: 10.29235/1561-8323-2025-69-1-32-39

Authors: F. S. Pashkovsky, D. B. Rubinov, V. I. Linnik, F. A. Lakhvich

Institutions: National Academy of Sciences of Belarus, Institute of Bioorganic Chemistry

Language: English

Topic: Synthesis of Organic Compounds

Subfield: Pharmacology

Field: Medicine

Domain: Health Sciences

Open Access status: diamond

OpenAlex ID: W4408034262

FWCI: 0.494

Cites: 13

Cited by: 1

Related to: 10