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Information × Registration Number 0224U000810, 0123U103020 , R & D reports Title Study of the reaction [2+2] cycloaddition of alkenes with ketenes, development of protocols for its monitoring and quality control of final products. popup.stage_title Head Riabukhin Serhii V., Доктор хімічних наук Registration Date 12-01-2024 Organization Taras Shevchenko National University of Kyiv popup.description2 The aim – is to develop methodologies for the use of stable diazoketones in cyclocondensation reactions, which may be suitable for further adaptation to flow technologies. Methods – organic synthesis, preparative chromatography, physical research methods, quantum mechanical calculations, DFT. Objects: stable diazoketones, [2+2]- and [3+2]-cyclocondensation reactions, functionalized thiazoles, pyrazolines. In the course of the research, it was shown that the flow synthesis of ketenes has no preparative prospects for implementation into the flow technologies. Therefore, procedures based on stable diazoketones, which are formed due to the flow and safe use of diazomethane, were chosen as further model examples. Applying the DFT method and quantum mechanical calculations, the mechanism of [3+2]-cyclocondensation of diazoketones with diverse acceptor alkenes was investigated and clarified using various substituted acrylic acids as model substrates. The obtained results allow us to conclude the possibility of further use of this methodology for adaptation to flow technologies. According to the results of our work and different implementations by the customer, 2 articles were prepared based on the research materials. On the other hand, using the 3+2 cyclocondensation of diazoketone with diverse thioamides as a model, we showed the possibility and safety of using the latter as surrogates of halogen ketones. This opens broad prospects for their further use in the above-mentioned reaction and other cyclizations of a similar type. The scope for the application of the developed methodology is determined. The possibilities of scaling and adaptation to flow technologies are shown. The relationship between the reaction pathway and level of conversion to the target product and the substituents in both reagents - diazoketone and thioamide as well was also detected. Product Description popup.authors Nosyk Pavlo S. popup.nrat_date 2024-01-12 Close