Registration Number
0222U001755,
0119U100724
, R & D reports
Title
Synthesis of N,O,S-containing heterocycles using new catalytic systems. An experimental and theoretical study
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Head
Okovyty Serhii I., Доктор хімічних наук
Registration Date
02-02-2022
Organization
Oles Honchar Dnipro National University
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The object of study - the synthesis of new ensembles of N,O,S-heterocycles, which include various combinations of aziridines, pyrrolidines, piperidines, pyranes, 1,3-oxazolidines, 1,3-oxazolidin-2-ones, triazinoquinazolines, morpholines and their carbonyl analogues, as well as 5-6 membered cyclic sulfones. The aim of the work is to develop practically important catalytic methodologies for the synthesis of N,O,S-heterocyclic compounds in CH-activation reactions, aziridination of allenes and related systems, 1,3-dipolar cycloaddition, and multicomponent cyclocondensations with β-ketosulfones and their analogues. Research methods - spectral (IR spectroscopy, 1H and 13C NMR spectroscopy, mass spectrometry), quantum chemical calculations, X-ray diffraction analysis. It has been shown for the first time that vinyl nucleophilic substitution reactions of deuterium-labeled bicyclic methylene aziridines with vinylmagnesium bromide and lithium dimethylcuprate proceed according to the stereochemistry of the SNVπ mechanism. A method for the synthesis of methyleneaziridineureas by aminolysis of 6-methylene-3-oxa-1-azabicyclo [3.1.0] hexan-2-ones has been proposed. The conditions for the expansion of the bicyclic system of 3-oxa-1-azabicyclo[3.1.0]hexan-2-ones to the monocyclic 5,6-dihydro-2H-1,3-oxazin-2-one were found. The methodology for the synthesis of new N,O,S-heterocycles (derivatives of cyclic β-ketosulfones, pyrrolidines, etc.) has been improved due to the development of new catalytic systems based on organocatalysts and transition metal compounds. The results obtained in this work can be used to create new drugs with valuable properties, as well as to solve a number of problems of theoretical and experimental organic chemistry. Scope: synthetic organic chemistry, pharmaceutical chemistry, agriculture.
Product Description
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Borysenko Iryna О.
Vainilovich Iryna V.
Haponov Oleksandr O
Hlushkov Vitaliy M.
Didur Oleg O.
Kovalenko Valerii S.
Lykholat Yurii Vasylovych
Okovytyi Serhii І.
Palchykov Vitalii O.
Svjatenko Ludmila K.
Serheyeva Tetyana Yuriyivna
Stets Nadiia V
Fedenko Volodymyr S.
Khromykh Nina O.
Shevchenko Ludmila V.
Yurko Olga Yu
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2022-03-09
