Turelyk A. Heterocyclizations based on a,b-unsaturated g-bromоketones

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0411U001536

Applicant for

Specialization

  • 02.00.03 - Органічна хімія

15-02-2011

Specialized Academic Board

Д 26.001.25

Taras Shevchenko National University of Kyiv

Essay

The preparative method of synthesis of aromatic and heteroaromatic analogues of g-bromdypnone was developed, the reactivity and difference between aromatic, heteroaromatic and aliphatic g-halogen-a,b-unsaturated ketones analogues was studied. The reaction of diazols alkylation (imidazole, benzimidazole, thiazole, benztiazole, triazole, thiadizole) was studied for g-bromdypnone and its analogues. A new method of synthesis of imidazo[1,2-a]pyridinium, pyrido[1,2-a]benzimidazolium, thiazolo[3,2-a]pyridinium, pyrido[2,1-b][1,3]benzothiazolium, triazolo[4,3-a]pyridinium and thiadiazolo[3,2-a]pyridinium bromides was created. New compounds, such as 1,3,4-trisubstituted pyrroles were synthesized from initial quaternary benzimidazolium bromide. A new procedure for imidazo[1,2-a]azepines and azepino[2,1-b]benzimidazoles obtaining from initial 2-methyl substituted imidazoles and benzimidazoles was proposed. It was shown that the usage of protective NH-groups of the diazole fragment is a convenient method of imidazo[1,2-a]pyridine, pyrido[1,2-a]benzimidazole and triazolo[4,3-a]pyridine derivatives obtaining.

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