Plaskon A. 3-Formylchromones in recyclization reactions with binucleophiles

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0409U000682

Applicant for

Specialization

  • 02.00.03 - Органічна хімія

10-02-2009

Specialized Academic Board

Д 26.001.25

Taras Shevchenko National University of Kyiv

Essay

The thesis is devoted to the study of the recyclization reactions of 3-formylchromones with 1,3-CCN-, 1,3-NNC-, 1,3-NCN- and 1,2-NC-binucleophiles. It was shown that chlorotrimethylsilane is effective water scavenger for the recyclizations of 3-formylchromones. The selective method for the synthesis of pyridin-2-ones via Guareschi approach was developed. The recyclization reactions of 3-formylchromone with ?-electron-rich amino heterocycles and push-pull enamines were investigated. The new method for the synthesis of quinoline derivatives from 3-formylchromone and anilines was elaborated. The convenient procedure for the pyrido[1,2-a]benzimidazoles and imidazo[1,2-a]pyridines formation starting from 3-formylchromone was developed. A new approach to the synthesis of pyrido[1,2-a]pyrimidin-4-ones from 2-methylpyrimidin-4(3H)-ones and 3-formylchromone was proposed. The interaction of 3-formylchromones with 1,3-NNC-binucleophiles was investigated. The convenient procedure for preparing substituted pyrimidines starting from 1,3-NCN-binucleophiles and 3-formylchromones was developed. New pyrrole derivatives were synthesized via cyclocondensation of 3-formylchromone with hetarylmethylamines or glycine derivatives.

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