Browsing by Author "Shchekotikhin, Andrei"

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    Synthesis and evaluation of new 2-azolylindoles – derivatives of indole-2-carboxylic acid
    (CEP USM, 2024) Țiuleanu, Pavel; Marenin, Ivan; Shchekotikhin, Andrei
    Indole-2-carboxylic acid is a promising scaffold for the design of new compounds with application in biological studies and medicine practice. Its derivatives have shown a wide range of biological activity: antiviral, antifungal, antibacterial, anti-inflammatory. As part of the presented study, the method for preparation of alkyl derivatives of acetoacetic ester has been optimized. These derivatives are intermediates for the synthesis of indole-2-carboxylic acid esters according to the Japp-Klingemann/Fisher methodology. Several methods for the transformation of indole-2-carboxylic acid ester into previously undescribed 2-azolilindoles - derivatives of triazole, thiadiazole and oxadiazole have been proposed. Acylthiosemicarbazide on indole-2-carboxylic acid scaffold has been used for synthesis of corresponded azoles. Depending on the reaction conditions, indole-2-carboxylic acid acylthiosemicarbazide is capable of undergoing intramolecular cyclization into one of the target azoles.