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Trifluoroacetylation of 2-Methyl- and 2-Ethylchromones: A Convenient Access to 2-Trifluoroacetonyl Chromones
(2019) Biletska, Iryna; Mrug, Galyna; Frasinyuk, Mihaylo; Bondarenko, Svetlana; Sviripa, Vitaliy
We elaborated simple and efficient method for the synthesis of 2-(3,3,3-trifluoroacetonyl) chromones and isoflavones. This method involves an initial in situ generation of the vinyl ethers from 2-methyl- or 2-ethylchromones/isoflavones and their subsequent acylation with trifluoroacetic anhydride in the presence of CF3COOK. This pathway provides convenient access to novel fluorinated analogs of naturally occurring chromones with good yield
One-Pot Synthesis of B-Ring ortho-Hydroxylated Homoisoflavonoids
(2019) Myshko, Nataliia; Bondarenko, Svetlana; Mrug, Galyna; Sviripa, Vitaliy; Frasinyuk, Mihaylo
A reliable method for the synthesis of B-ring hydroxylated homoisoflavonoids and 3-hetarylmethyl chromones has been developed. The method involves an initial oxa-Diels-Alder reaction of ortho-quinone methides generated from aryl/hetaryl-substituted ortho-(N,N-dimethylaminomethyl)phenols with (2E)-3-(N,N-dimethylamino)-1-(2-hydroxyphenyl)-prop-2-en-1-ones and the subsequent cascade of reactions. This synthetic strategy avoids conventional multistep protocols and does not require the protection of hydroxyl groups, thus allowing the facile synthesis of a library of various aromatic and heterocyclic analogs of naturally occurring homoisoflavonoids