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Sinteza enaminonov na osnovi derivatov glikolne kisline in njihova uporaba v fotokataliziranih pretvorbah
ID Bogataj, Andrej (Author), ID Grošelj, Uroš (Mentor) More about this mentor... This link opens in a new window

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Abstract
Enaminoni so pomembne spojine za sintezo kompleksnejših organskih molekul, saj lahko zaradi svoje strukture sodelujejo v številnih reakcijah. Dve izmed teh sta aza-de Mayova reakcija in fotokataliziran prenos vodikovega atoma (HAT), s katerima se prek anuliranja lahko hitro pripravi ciklične spojine. V diplomskem delu sem iz Weinrebovega amida substituirane glikolne kisline sintetiziral keton in iz njega z N,N-dimetilformamid dimetil acetalom (DMFDMA) pripravil enaminon. Enaminon in nekaj drugih derivatov sem uporabil v aza-de Mayovi reakciji in fotokatalizirani HAT reakciji. Na enaminone sem izvedel tudi 1,4-adicijo Grignardovega reagenta.

Language:Slovenian
Keywords:enaminoni, aza-de Mayova reakcija, HAT, 1, 4-adicija
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2025
PID:20.500.12556/RUL-171581 This link opens in a new window
COBISS.SI-ID:247893763 This link opens in a new window
Publication date in RUL:28.08.2025
Views:350
Downloads:77
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Secondary language

Language:English
Title:Synthesis of enaminones based on glycolic acid derivatives and their use in photocatalyzed transformations
Abstract:
Enaminones are important compounds for the synthesis of complex organic molecules, as their structure allows them to partake in numerous reactions. Two of these are aza-de Mayo reaction and photocatalyzed hydrogen atom transfer (HAT), which can be used to quickly obtain cyclic compounds via annulation. In my diploma thesis, I synthesized a ketone from Weinreb's amide of a substituted glycolic acid, and converted it into an enaminone using N,N-dimethylformamide dimethyl acetal (DMFDMA). I used the enaminone and several other derivatives in the aza-de Mayo reaction and in photocatalyzed HAT reaction. I also carried out the 1,4-addition of a Grignard reagent on enaminone reagents.

Keywords:enaminones, aza-de Mayo reaction, HAT, 1, 4-addition

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