Tarasov A. Heterocyclization reactions of heteroaromatic beta -chloroaldehydes with substituted acetonitriles

The thesis is devoted to the study of quinoline, isoquinoline and indole beta -chloroaldehydes in heterocyclization reactions with substituted acetonitriles and also to the study of N-dealkylation reactions of the cyclic ionic compounds, which were obtained as intermediates from heteroaromatic beta-chloroaldehydes and 1-substituted 1H-(benz)imidazole-2-ylacetonitriles.The principles of competitive N-dealkylation of the ionic compounds synthesized from 1-substituted 2-chloro-1H-indole-3-carbaldehydes were established. The impossibility of elimination of the N-difluoromethyl group was shown. The unexpected way of heterocyclization reactions (by 1-N nitrogen atom) of (4-oxo-3,4-dihydroquinazoline-2-yl)acetonitriles with 1-aryl-3-chloroisoquinoline-4-carbaldehydes was discovered. The tautomerism of synthesized compounds was investigated. Derivatives of seven new heterocyclic systems were obtained.