Petrova O. Reactions of alpha-aminoazoles with 4-oxobenz[1,3-e]oxazimium perchlorates and three-component condensations with cyclic CH-acids and glyoxals in the synthesis of azoloazines

The present thesis is devoted to the investigation of the direction of 3(5)-amino-pyrazole, 3-amino-1,2,4-triazole, and 2-aminobenzimidazole with 4-oxobenz[1,3-e]-oxazimium perchlorates interaction, and also their thee-component condensation with glyoxal or arylglyoxas hydrates and cyclic beta-dicarbonyl compounds, such as 2,2-dimethyl-1,3-dioxane-4,6-dione, cyclohexane-1,3-dione and indan-1,3-dione. Methods for the synthesis of pyrazolo[3,4-d]pyridine, pyrazolo-, triazolo[1,5-a][1,3,5]triazine, partially hydrogenated 4-aroyl substituted pyrazolo[3,4-b]pyridin-6-one, -[3,4-b]quinolin-5-one, 5-aroyl-6-oxopyrazolo[1,5-а]quinoline, indolo[1,2-с]azolo[1,5-а]quinazolin-8,10-dione and 4-aroylindeno[1,2-b]pyrazolo[4,3-e]pyridin-5(2H)-one derivatives are proposed. It is shown that all synthetic methods are based on high selective domino-reactions. Special attention is given to the new pseudo four-component regioselective cyclocondensation of cyclohexane-1,3-dione, monocyclic alpha-aminoazoles and glyoxal hydrate. This condensation leads to the formation of new indolo[1,2-с]azolo[1,5-а]quinazolin-8,10-dione heterocyclic system. Chemical transformations of synthesized compounds are presented. The results of virtual screening (by the docking method) on the target for antidiabetic drugs 11-beta-HSD1 are discussed.