Khyzhan O. Oxoderivatives of benzofuro[2,3-c]-, benzothieno[2,3-c]-, benzoselenapheno[2,3-c]pyrylium and pyridines. Synthesis and properties.

The thesis is concerned with the synthesis and the chemical properties study of fused pyrylium and pyridinium salts and pyridinium derivatives of benzofuran, ben-zothiophene, benzoselenophene containing 1-oxo group in the carboxylic fragment, directly condensed with the pyrylium and pyridinium rings. The acid-catalyzed heterocyclization study of 2-(benzo[b]hetaryl-3)dimedone, showed that they are intermediates in the new tetra- and pentacyclic carbonyl-containing condensed pyrylium salts synthesis. Pyrylium salts recyclization with ammonia leads to the derivatives of tetrahydrobenzo[b]hetarylquinolines and benzofuro[2,3-с]indenopyridines. Using the 1-oxo-3,3,6-trimethyl- 1,2,3,4-tetrahydrobenzohetaryl[2,3-с]quinolines oxo group transformations in the reactions with the hydrazine hydrate, hydroxylamine, sodium borohydride and azide the new derivatives of benzofuro[2,3-с]- and benzothieno[2,3-с]quinolines and pyrido[2,3-е]-azepine-2-ones. The Beckmann reaction proceeding among the 4-аryl-5-oxo-2,7,7-trimethyl- 5,6,7,8- tetrahydroquinolines oximes in polyphosphoric acid was studied. It has been determined that the reaction path depends upon the 4-position substituents of tetrahydroquinoline ring. Particularly it may lead to the saturated ring aromatization (Zemmler-Wolf aromatization), to the azepinone or pyridoacridine formation.