Kovalenko L. Esters and amides of b-aroylacrylic acids in reaction with 1,3- and 1,4-binucleophiles

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0408U005003

Applicant for

Specialization

  • 02.00.03 - Органічна хімія

07-11-2008

Specialized Academic Board

Д 64.051.14

V.N. Karazin Kharkiv National University

Essay

Objects of investigation: reactions of b-aroylacrylic acids derivatives with 1,3- binucleofilic reagents as a method for synthesis of unnelated dihydroazines, quinoxalon-quinoxalinic re-grouping. The aim: investigation of cyclocondensation reactions between esters (amides) of b-aroylacrylic acids and heterocyclic (aromatic) 1,4-azabinucleofilic reagents,the study of structure and properties of the novel pyrazolo[3,4-b]pyridine, imidazo[1,5-b]pyridazine, pyrazolo[1,5-a]-, 1,2,4-triazolo[1,5-a]-, pyrido[2,3-d]pyrimidines, quinoxalin-2-one, pyrido[3,2-b] pyridazin-3-one dihydroderivatives. The methods: organic syn¬thesis, TLC, HPLC, NMR-, IR-, UV and MS-spectroscopy, elemental analysis, RSI. Application: The new synthethical approaches were proposed for pyrazolo[3,4-b]pyridine, pyrazolo[1,5-a]pyrimidine, imidazo[1,5-b]pyridazine, 1,2,4-triazolo[1,5-a]pyrimidine, pyrido[2,3-d]pyrimidine dihydroderivatives containing both esteric and carboxyl groups. The more convenient experimental conditions under whichquinoxalon-quinoxalinic re-grouping occurs were proposed. The alternative method was proposed for the synthesis of the effective luminofiores, namely, 3,7-diarylpyrsno[4,3-d]pyran-1,5-diones derivatives by the reaction of 2-aminopyridine with ethyl b-aroylacrilates. Degree of application: the results obtained may be used for the synthesis of the novel heterocyclic compounds on the basis of b-aroylacrylic acids.

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