Gutsul R. Preparation and properties of 3-aminoisoquinoline-1(2H)-one derivatives and 5,13-dihydro-11H-isoquino[3,2-b]quinazolin-11-one

The dissertation is devoted to studying of 2-cyanomethylbenzoic acid interaction with various amines and studying of 3-aminoisoquinoline-1(2H)-one derivatives interaction with mono- and bielectrophiles, detection of regularities of their passing, development of new preparative methods of 3-aminoisoquinoline-1(2H)-one and 5,13-dihydro-11H-isoquino[3,2-b]quinazolin-11-one derivatives synthesis. The new heterocyclic systems based on 3-aminoisoquinoline-1(2H)-one were first prepared: pyrido[1',2':1,2]pyrimido[4,5-c]isoquinoline, pyrazino[1',2':1,2]pyrimido[4,5-c]isoquinoline, [1,3]thiazolo-[3',2':1,2]pyrimido [4,5 c]isoquinoline, benzo[f]pyrazolo[3,4-b][1,8]naphthyridine, isoquino[3,4-b][1.5]naphthyridine and spiro[pyridine-4,2'-pyrolyl[2,3-c]isoquinoline]. The new derivatives of heterocyclic systems were prepared: 2a,7a diazacyclopenta[fg]naphthacene, spiro-2a,7a-cyclopenta[fg]naphthacene-2,4'-pyridin, pyrolo[2,3-c]isoquinoline, dibenzo[b,f][1,8]naphthyridine, benzo[f]naphtho-[2,1 b][1,8]naphthyridine. The reaction of 3-[(R)-amino]isoquinolin-1(2H)-one and 5,13-dihydro-11H-isoquino [3,2-b]quinazolin-11-one were analyzed with an alkylating, acylating reagents and aldehydes. There was found a dependence between the nature of the substituents in the enamine part of 3-aminoisoquinoline-1(2H)-one derivatives and the passage of the process There were found patterns that allow to control the direction of electrophilic substitution reactions by changing such parameters as temperature, catalyst, type and structure of the reactants