1. Sinteza pirazolonov in njihova uporaba v organokataliziranih pretvorbah
- Author
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Metelko, Nika and Grošelj, Uroš
- Subjects
Mannichova reakcija ,pyrazolone ,Michaelova reakcija ,Mannich reaction ,organokataliza ,organocatalysis ,Michael reaction ,pirazoloni ,stereoselective synthesis ,stereoselektivna sinteza - Abstract
Pirazoloni in njihovi derivati so zaradi številnih bioloških aktivnosti in strukturnih lastnosti zelo pomembne potencialne učinkovine v medicini, agrokemiji in farmaciji. Kiralni derivati morajo imeti točno določeno stereokemijo, zato pri sintezi uporabljamo različne (organo)katalizatorje. V diplomskem delu najprej v uvodu predstavim zgodovino organokatalize, navedem vrste organokatalizatorjev in opišem delitev organokatalize. Nato predstavim pirazolon, njegove sintetizirane in naravne derivate ter njihovo uporabo. V 3. poglavju opišem sinteze najznačilnejših derivatov pirazolonov. V 4. poglavju naredim pregled znanih organokataliziranih pretvorb derivatov pirazolonov z različnimi reaktanti, opišem optimalne reakcijske pogoje, organokatalizatorje, izkoristke in stereoselektivnosti pretvorb. V zaključku naredim povzetek organokataliziranih pretvorb derivatov pirazolonov in vseh navedenih organokatalizatorjev v diplomskem delu. Due to their numerous biological activities and structural properties pyrazolones and their derivatives are very important potential active ingredients in medicine, agrochemistry and pharmacy. Chiral derivatives must have a specific stereochemistry, so we need to use a specific (organo)catalyst for their synthesis. In the thesis, I first present the history of organocatalysis in the introduction, list the types of organocatalysts and describe the division of organocatalysis. Then I present pyrazolone, its synthesized and natural derivatives and their use. In the third chapter, I describe the syntheses of the most characteristic pyrazolone derivatives. In the fourth chapter, I review the known organocatalyzed conversions of pyrazolone derivatives with different reactants, describe the optimal reaction conditions, organocatalysts, yields and stereoselectivity of conversions. In conclusion, I make a summary of organocatalyzed conversions of pyrazolone derivatives and all listed organocatalysts in the thesis.
- Published
- 2021