Разработка подходов к контролируемому комплексами переходных металлов региодивергентному синтезу биологически активных фосфорорганических соединений

Проект направлен на решение проблемы создания новых подходов к региодивергентному синтезу потенциально биологически активных фосфорорганических соединений. The problem of regioselectivity in the preparation of various organic compounds is one of the important topics of modern chemistry, since it is economically advantageous to be able to obtain various isomeric compounds from the same reagents. A very important type of reaction is the addition of various nucleophiles to multiple C-C bonds, which are atom-economical and convenient methods for the preparation of various organic compounds, however, these reactions can form two regioisomers - Markovnikov (M) and anti-Markovnikov (anti-M) isomers. The solution of this problem is currently investigated by many researchers, since with the correct choice of the catalyst, it is possible to obtain both isomers with full regioselectivity - to carry out divergent reactions. In the chemistry of organophosphorus compounds, which find various applications in agrochemistry, pharmaceuticals and material chemistry, addition reactions play a huge role, and to date, many different protocols have been developed for the selective addition of compounds containing a P-H bond to various unsaturated compounds (alkenes, alkynes, dienes, allenes). Another approach to the preparation of organophosphorus compounds by addition reactions is the use of unsaturated organophosphorus compounds, and at the moment it is actively developing. In this case, the range of used nucleophiles, including binucleophiles, is significantly expanded, which makes it possible to obtain various heterocyclic organophosphorus compounds that are difficult to obtain by other ways. The scientific novelty of the study of the proposed project lies in the creation of new approaches to the regiodivergent synthesis of organophosphorus compounds using the reactions of various substituted alkynylphosphonates (diethyl ethynylphosphonate and its derivatives: 3-oxoprop-1-yn-1-ylphosphonates, 3-diethoxyphosphorylpropiolates and sulfonylsubstituted ethynylphosphonates) to obtain practically important heterocyclic phosphonates - pyrazoles, pyrimidinones, pyrazolo[1,5-a]pyrimidines, quinolines, pyrroles, indoles and benzothiophenes. This goal will be achieved by the correct selection of the catalytic system for each of the processes.