Mirniy A. Reactions of heterocyclization on the basis of a-dithiomethene derivatives of a'-benzylidenecycloalkanons and their analogues

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0406U004520

Applicant for

Specialization

  • 02.00.03 - Органічна хімія

26-10-2006

Specialized Academic Board

Д 64.051.14

V.N. Karazin Kharkiv National University

Essay

Investigation objects: a-dithiomethene derivatives of a'- benzylidenecycloalkanons. Purpose: The extension of possibilities of organic synthesis on the basis of asymmetrical ketones containing dithiomethene group. Methods: X-ray structural analysis, 1H, 13C NMR, double homo- and heteronuclear resonance, Mass- and IR-spectroscopy, quantum-chemical calculations. Reactivity of a-dithiomethene-a'-benzylidenecycloalkanons with nitrogen containing 1,2-, 1,3- and 1,4-binucleophils depending on a size of cycle of ketone and constitution of dithiomehtene group has been established. The possibilities of further transformation of dithiomethene group and chemical modification of nitrogen containing heterocycles has been studied. The factors defining regio- and chemical selectivity of researched reactions of heterocyclization have been estimated. Degree of application: the techniques of synthesis new highfunctional ring ketones containing a-dithiomethene group, new partially hydrogenated indazoles, quinazolinesand diazepines have been developed. The obtained compounds can be utilised for further organic synthesis and as perspective bioactive substances.

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