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Synthesis of novel pyrazole based aurones
(2022) Myshko, Andrii; Mrug, Galyna; Kondratyuk, Kostyantyn; Demydchuk, Bohdan; Bondarenko, Svetlana; Frasinyuk, Mihaylo
As we found, simplest pyrazole based aurone analogs could be obtained by Claisen-Shmidt condensation of hydroxylated or alkoxylated benzofuran-3(2H)-ones and 3(5)-pyrazolecarboxaldehyde or 4-pyrazolecarboxaldehyde under action of KOH in EtOH. For the synthesis of hydroxypyrazole based aurone analogs we choose condensation of masked enaminones as synthetic equivalent of 3-hydroxy-4-formylpyrazoles/4-formylpyrazolin-3-ones. Target aurones were obtained by refluxing of benzofuranones with masked aldehydes in acetic acid
Synthesis of Coumarin-4-ylethyl Phosphonic Acid Derivatives
(2019) Kondratyuk, Kostyantyn; Dluzhevskyi, Viacheslav; Mrug, Galyna; Bondarenko, Svetlana; Brovarets, Volodymyr; Frasinyuk, Mihaylo
We investigated the reaction of 7-methoxy-4-chloromethylcoumarin and ethyl (diethoxyphosphoryl) acetate in various solvents in the presence of various bases, which led us to the synthesis of ethyl 2-(diethoxyphosphoryl)-3-(7-methoxy-2-oxo-2H-chromen-4-yl) propanoate. It was found that the ratio of 4-chloromethylcoumarin / ethyl (diethoxyphosphoryl) acetate / sodium hydride 1: 2: 2 using dimethylformamide as the solvent was optimal. Alkaline hydrolysis of ester with lithium hydroxide excess affords new 2-(ethoxyphosphoryl)-3-(7-methoxy-2-oxo-2H-chromen-4-yl) propionic acid