3,5-DIARYLISOXAZOLES AND METHOD OF THEIR PRODUCTION Russian patent published in 2023 - IPC C07D261/00 C07D261/06 

FIELD: organic chemistry.

SUBSTANCE: invention relates to a method of obtaining derivatives of 3,5-diarylisoxazoles of General formula (I), where R₁ is selected from H, F, CF₃, OMe; R₂=H, CF₃, NO₂; R₃=H, F, CF₃; for use as an active substance in medicinal products for the treatment of oncological diseases, characterized be the following: a two-stage synthesis is carried out, where the reaction of 2-aryl-1,1-dibromocyclopropanes of general formula (II) is carried out at the first stage, where R₁ is selected from H, F, CF₃, OMe; R₂=H, CF₃, NO₂; R₃=H, F, CF₃; with a nitrosating reagent in a polar solvent at a temperature of 30–35°C for 10–40 min, while the concentration of 2-aryl-1,1-dibromocyclopropane is 0.05–0.06 mol/l, and in the second stage, a Suzuki cross-coupling reaction of 3-aryl-5-bromisoxazoles with a total formula (III), where R₁ is selected from H, F, CF₃, OMe; R₂=H, CF₃, NO₂; R₃=H, F, CF₃; with arylboronic acids in the presence of a palladium catalyst and a base in a polar solvent.

EFFECT: highly regioselective production of new 3,5-diarylisoxazoles including unsymmetrical structures with yields from 50 to 99%, depending on the substituents in the benzene rings.

10 cl, 1 tbl, 25 ex