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Sinteza 5-substituiranih Δ2-pirolin-4-onov
ID Kačar, Amanda (Author), ID Grošelj, Uroš (Mentor) More about this mentor... This link opens in a new window

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Abstract
Piroloni (tudi hidroksipiroli) so pomembna skupina heterociklov s številnimi aplikacijami. V moji diplomski nalogi sem želela predstaviti sintezne metode za tvorbo preprostejših 5-substituiranih pirolin-4-onov. Substituirani pirolin-4-oni, ki ne vključujejo večjega molekulskega ogrodja, kjer je pirolonski obroč le manjši del strukture, so le redko sintetizirani in zanje ni na voljo veliko sinteznih metod. V diplomski nalogi sem najprej predstavila najpogostejše sintezne metode pirolov (poglavje 3). V poglavju 4 sem pa opisala znane sintezne metode za neposredno sintezo pirolin-4-onov in nadaljnje reakcije za uvedbo subtituenta na mesto 5. V poglavju 5 sem želela prikazati uporabo pirolin-4-onov v asimetrični organokatalizi.

Language:Slovenian
Keywords:Δ2-pirolin-4-on, 1H-pirol-3(2H)-on, Knorrova sinteza, N-zaščitene α- aminokisline, β-nitroenamin, Meerweinov reagent, organokataliza
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2021
PID:20.500.12556/RUL-128920 This link opens in a new window
COBISS.SI-ID:74837507 This link opens in a new window
Publication date in RUL:17.08.2021
Views:1313
Downloads:72
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Secondary language

Language:English
Title:Synthesis of 5-substituted Δ2-pyrrolin-4-ones
Abstract:
Pyrrolones (also hydroxypyrroles) are an important group of heterocycles with numerous applications. In my diploma thesis I wanted to present synthetic methods for the synthesis of simple 5-substituated pyrrolin-4-ones. Substituted pyrrolin-4-ones, that do not include large molecular scaffolds, where the pyrrole ring is barely a small part of the structure, are rarely synthesized and not many methods are known. In my diploma thesis I first presented the most common methods for the synthesis of pyrroles (chapter 3). In chapter 4 I described known methods for direct synthesis of pyrrolin-4-ones and subsequent reactions for addition of substituent(s) on position 5. Application of pyrrol-4-ones in asymmetric organocatalysis is presented as an example in chapter 5.

Keywords:Δ2-pyrrolin-4-one, 1H-pyrrol-3(2H)-one, Knorr synthesis, N-protected α-amino acids, β-nitroenamine, Meerwein's reagent, organtocatalysis

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