SYNTHESIS OF NEW γ-LACTONE RING DERIVATIVES CONTAINING PYRIDINE AND TRICONDENSED SYSTEMS

Lactone-pyridone rings contain many biologically active molecules of natural and artificial origin. The molecules contained in these two rings, represented by Cerpegine and its derivatives, will also exhibit high biological activity. It is also necessary to take into account that both natural and synthetic multi-substituted lactones have high biological activity. Thus, research in the field multi-substituted lactones and further transformations are of particular interest. The synthesis such systems began with the synthesis of a 2-acetylfuranone ring. In the next step, condensation ethylcyanoacetate with 2-acetylfuranone by Knewenegel produced 3-substituted lactones, which according to the NMP 1 H spectroscopy are a mixture of E and Z isomers. Then, when 3-substituted lactones were heated with dimethylformamide dimethylacetal DMFA/DMA, 3-substituted lactones containing a diene fragment in the structure were obtained. Stereoselective attachment E was tected using the NMR 1 H spectrum. Then, under the action of the corresponding amine, the intermolecular substitution reactions produce compounds containing a lactone and pyridine group lated by a sigma-bond (serpegenous compound). Due to the proximity of the cyanide group of the pyridine ring and the fourth blight group of the lactone ring, intramolecular cyclization occurs during heating in the alkaline medium to form new tricondensed systems. Thus, an optimal method synthesis of serpegenous compounds has been developed. These systems are of interest because their skeleton they have not only a condensed system but also spirocycles. The connections themselves may be a promise for further exploration.