Synthesis of azaheterocycles based on terpenoids

The object of investigation are aromatic amines, dicarbonyl compounds, ketones, aldehydes, nitrogen- and oxygen-containing spiro compounds, multi-component cyclization reactions, natural compounds. The aim of studies was the synthesis of new polysubstituted heterocyclic compounds containing in their structure the natural fragments of terpenoids and alkaloids as well as the pharmacophoric groups. In the course of investigation, a novel approach to the synthesis of spirocyclic 1,2,3,4-tetrahydroquinoline derivatives was developed based on multicomponent condensation of mono-N-substituted anilines, cyclic -dicarbonyl compounds, and formaldehyde. The methodology was shown to be general, and allowed a wide variation in the structure of the synthesized spirocyclic derivatives by changing the substituents at the nitrogen atom and in the aromatic ring, as well as the number of amino groups of the starting arylamine, and the nature of the dicarbonyl compound used. The method was successfully used for the synthesis of diverse, previously unknown in literature, spiroheterocyclic systems containing pharmacophoric groups, terpene substituents and natural alkaloid fragments.