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Документ Synthesis of novel pyrazole based aurones(2022) Myshko, Andrii; Mrug, Galyna; Kondratyuk, Kostyantyn; Demydchuk, Bohdan; Bondarenko, Svetlana; Frasinyuk, MihayloAs 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 acidДокумент Synthesis of homoisoflavonoids with a coumarin moiety and coumarin-pyrazole or coumarin-isoxazole hybrids based on them(2022) Myshko, Nataliia; Mrug, Galyna; Bondarenko, Svetlana; Frasinyuk, MihayloIn this research in the oxa-Diels–Alder reaction of thermally generated ortho-quinone methides from 3-aryl-8-(N,N-dimethylaminomethyl)coumarines with (2E)-3-(N,N-dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-ones and the subsequent cascade of reactions were obtained 8-[4-oxo-4H-chromen-3-yl)methyl]-7-hydroxy-3-phenyl-2H-chromen-2-ones. Synthesis of pyrazole-3-arylcoumarin hybrids was performed by recyclization of chromone core of homoisoflavonоids under hydrazine actions. Target isoxazoles were synthesized by the reaction of homoisoflavonоids with hydroxylamine hydrochloride in ethanol in presence of DBUДокумент Reaction of ortho-Quinone Methides with Amphiphilic Nucleophiles(2023) Myshko, Andrii; Mrug, Galyna; Myshko, Ivan; Bondarenko, Svetlana; Frasinyuk, MihayloIn continuing our studies on flavonoid-like scaffolds as privileged structures in medicinal chemistry, we studied the reaction of isoflavonoid derivatives with amphiphilic nucleophiles with heterocyclic cores. The direction of the reaction significantly depends on starting phenols, nucleophiles, and reaction conditions. Thus, applying phenolic Mannich bases led to formation of isoflavone-heterocycle hybrid via thermal formation of ortho-quinone methides in aprotic solvents and subsequent Michael addition