Synthesis and properties of new derivatives of 1H-imidazole
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StatusThe thesis was presented on the 4 October, 2011Approved by NCAA on the 22 December, 2011 Abstract – 0.81 Mb / in romanian |
Keywords
organic chemistry, synthesis, 1H-imidazole, ionic liquids, 2-carenes, Econazole and Isoconazol, reactions of Biginelli, Kondakov, Prins, Hofmann and Morita-Baylis-Hillman, antifungus- and antituberculosis activitySummary
The introduction, 4 chapters, conclusions, the bibliography of 172 references, 105 pages of the main text, 50 pictures and 41 tables. Results are published in 24 scientific papers.
Field of research: organic synthesis.
The aim of the work: the thesis is dedicated to development of effective synthetic routes to a new kind of 1Н- imidazoles and studies their properties.
The research objectives: development of methods of synthesis of new derivatives of 1N-imidazole and to investigation of their reactions for obtaining the practically important substances.
Scientific novelty and originality. It was elaborated a new effective catalytic system as nitrile-functionalized ionic liquid: 4-DMAP for the Morita-Baylis-Hillman reaction. Several kinds of the synthesized carboxy-functionalized imidazolium salt have been employed in order to study the catalytic activity in the Biginelli reaction. When the reaction is carried out solvent-free condition, the expected compounds are isolated in good yields. The Kondakov and Prins reactions of (+)-3-carene has been developed using new functionalized imidazolium salt. This strategy allows for the first time synthesis of the optically active 4-substituted 2-carenes.
Theoretical and application value. The results of this study will expand knowledge in organic chemistry. The synthesis of practically important drugs compounds econazol and isoconazol was carried out for the first time by using the Hofmann’s reaction as a key step of the synthesis. It is shown that addition of methylacrylate to isatines proceeds selectively to form precursors of the substances with anti-HIV activity. It was found that a number of synthesized imidazoles possess a high anti-tuberculosis activity.
The implementation of the scientific results. The results of the thesis can be used as base for further research in the medical chemistry, as well as of the some special courses for students and masters.
Oficial Reviewers
- Nicon Ungur
doctor habilitat, associate professor (docent), Institute of Chemistry of the ASM - Alexandru Ciocârlan
doctor, associate professor (docent)
Council's Members
- Pavel Vlad, president
doctor habilitat, professor, Institute of Chemistry of the ASM - Aculina Aricu, secretary
doctor habilitat, associate professor (docent), Institute of Chemistry of the ASM - Larisa Zadorojnâi, member
doctor, associate professor (docent) - Nicanor Barba, member
doctor habilitat, professor, Moldova State University - Pavel Chintea, member
doctor habilitat, professor, Institute of Genetics, Physiology and Plant Protection of the ASM
Theses
