Title 4H,7H-pirazol[4′,3′:5,6]pirano[4,3-c][1,2]oksazolų sintezės tyrimas /
Translation of Title Investigation of the synthesis of 4H,7Hpyrazolo[4′,3′:5,6]pyrano[4,3-c][1,2]oxazoles.
Authors Ramanauskaitė, Roberta
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Pages 48
Keywords [eng] pyrazole ; oxazole ; 1,3-dipolar cycloaddition reaction
Abstract [eng] Pyrazoles and oxazoles are important pharmacophores in several pharmacologically important molecules. Isoxazoles are also useful intermediates for the synthesis of a wide variety of bioactive natural products. Isoxazole as well as pyrazole derivatives have many biological activities such as anti-inflammatory, anticonvulsant, antibacterial, antifungal, immunoregulatory, anti-cancer, herbicidal, neuroleptic, anti-leukaemia, and antidepressant activity. 1,3-Dipolar cycloaddition is the reaction most commonly used in the synthesis of compounds with isoxazole moiety. This master thesis investigates the 1,3-dipolar cycloaddition reactions of organic compounds with pyrazole moiety. First of all, synthesis of known compound 1-phenyl-3-(prop2-yn-1-yloxi)-1H-pyrazole-4-carbaldehyde is performed. Sonogashira cross-coupling reactions between the latter compound and various aryl halides produced new 1-phenyl-3-(prop-2-yn-1yloxi)-1H-pyrazole-4-carbaldehyde derivatives. The reactions between 1-phenyl-3-(prop-2-yn-1yloxi)-1H-pyrazole-4-carbaldehyde and alkyl halides were performed, but target products could not be obtained. The synthesis was continued by performing cycloaddition reactions of the obtained compounds with formation of appropriate oxazoles. NMR, HRMS and IR spectroscopy methods were used to verify the structures of newly produced compounds.
Dissertation Institution Kauno technologijos universitetas.
Type Master thesis
Language Lithuanian
Publication date 2017