Synthesis of Mono- and Polyazole Hybrids Based on Polyfluoroflavones.
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ID: 276558
2023
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Abstract
The possibility of functionalization of 2-(polyfluorophenyl)-4-chromen-4-ones, with them having different numbers of fluorine atoms, with 1,2,4-triazole or imidazole under conditions of base-promoted nucleophilic aromatic substitution has been shown A high selectivity of mono-substitution was found with the use of an azole (1.5 equiv.)/NaOBu(1.5 equiv.)/MeCN system. The structural features of fluorinated mono(azolyl)-substituted flavones in crystals were established using XRD analysis. The ability of penta- and tetrafluoroflavones to form persubstituted products with triazole under azole (6 equiv.)/NaOBu(6 equiv.)/DMF conditions was found in contrast to similar transformations with imidazole. On the basis of mono(azolyl)-containing polyfluoroflavones in reactions with triazole and pyrazole, polynuclear hybrid compounds containing various azole fragments were obtained. For poly(pyrazolyl)-substituted flavones, green emission in the solid state under UV-irradiation was found, and for some derivatives, weak fungistatic activity was found.
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panova2023synthesismolecules
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| Authors | Panova, Mariya A;Shcherbakov, Konstantin V;Zhilina, Ekaterina F;Burgart, Yanina V;Saloutin, Victor I; |
| Journal | molecules |
| Year | 2023 |
| DOI |
869
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| URL | |
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