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Information × Registration Number 0221U102310, 0119U100724 , R & D reports Title Synthesis of N,O,S-containing heterocycles using new catalytic systems. An experimental and theoretical study popup.stage_title Head Okovyty Serhii I., Доктор хімічних наук Registration Date 01-02-2021 Organization Oles Honchar Dnipro National University popup.description2 Object of study-synthesis of new ansambles of N,O,S-heterocycles, which include different combinations of aziridines, pyrrolidines, piperidines, pyranes, 1,3-oxazolidines, 1,3-oxazolidin-2-ones, triazinoquinazolines, morpholines and their carbonyl-containing analogs, as well as 5-6 membered cyclic sulfones. The purpose of work is the development of practically important catalytic methodologies for the synthesis of N,O,S-heterocyclic compounds in the reactions of C-H activation, aziridination of allenes and related systems, 1,3-dipolar cycloaddition, as well as multicomponent cyclocondensations of β-ketosulfones. Methods of study- spectral (IR-spectroscopy, 1H and 13C NMR spectroscopy), quantum-chemical. We have analyzed the reaction mechanism of a coupling of 1,2,3-benzotriazoles with allenes catalyzed by Rh-diphosphine ligand. Regardless of the ligand being used, the reaction proceeds via a three-step catalytic cycle (oxidative addition, hydrometalation, reductive elimination). The preference for the N2-selective reaction channel arises from a unrecognized electronic mechanism, namely, a more stabilizing electrostatic interaction between the electron-enriched region at the N1 atom of one of tautomers with the positively charged Rh during N1-Rh bond formation in the rate-determining N1-H oxidative addition step. For the first time, stereochemically pure hydroxyimines of the sulfolane series were obtained, and the possibilities of their use as catalysts/ligands were evaluated. When interacting of cis- and trans-4-amino-3-hydroxysulfolanes with aromatic aldehydes, in all cases, the formation of the corresponding vicinal hydroxyimines is observed. Compounds are characterized by different tautomeric forms depending on the structural features and nature of the solvent. The results can be used to create new drugs, as well as to solve problems of theoretical and experimental organic chemistry.Areas of application: synthetic organic chemistry, pharm. chemistry, agriculture Product Description popup.authors Didur Oleg O. Lykholat Yurii V Palchykov Vitalii O. Fedenko Vladimir S. Khromykh Nina O. popup.nrat_date 2021-02-01 Close