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undergraduate thesis
Novi derivati kumarina: sinteza domino-reakcijama i strukturna karakterizacija
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2016. urn:nbn:hr:149:221899
Raić, Marin
University of Zagreb
Faculty of Chemical Engineering and Technology

Institutional repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb

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Raić, M. (2016). Novi derivati kumarina: sinteza domino-reakcijama i strukturna karakterizacija (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:221899

Raić, Marin. "Novi derivati kumarina: sinteza domino-reakcijama i strukturna karakterizacija." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2016. https://urn.nsk.hr/urn:nbn:hr:149:221899

Raić, Marin. "Novi derivati kumarina: sinteza domino-reakcijama i strukturna karakterizacija." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2016. https://urn.nsk.hr/urn:nbn:hr:149:221899

Raić, M. (2016). 'Novi derivati kumarina: sinteza domino-reakcijama i strukturna karakterizacija', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:221899

Raić M. Novi derivati kumarina: sinteza domino-reakcijama i strukturna karakterizacija [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2016 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:221899

M. Raić, "Novi derivati kumarina: sinteza domino-reakcijama i strukturna karakterizacija", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2016. Available at: https://urn.nsk.hr/urn:nbn:hr:149:221899

Metadata
TitleNovi derivati kumarina: sinteza domino-reakcijama i strukturna karakterizacija
Title (english)Novel coumarin derivatives: synthesis using domino reactions and structural characterization
AuthorMarin Raić
MentorTatjana Gazivoda Kraljević (mentor)
Committee memberTatjana Gazivoda Kraljević (predsjednik povjerenstva)
Committee memberLidija Furač (član povjerenstva)
Committee memberAndrijana Meščić (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2016-09-19, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Organic Chemistry
Abstract
U ovom radu prikazana je sinteza i strukturna karakterizacija derivata kumarina (1-3) i 5-feniletinil-2-hidroksibenzaldehida (4). Domino reakcijom pripravljen je, iz 3-acetamido-2-okso-2H-kromen-7-il acetata (1) nastalog u prvom koraku Perkinovom reakcijom, 3-azido-7-hidroksi-2H-kromen-2-on (2). Mikrovalovima potpomognutom „click“ reakcijom 3-azido-7-hidroksi-2H-kromen-2-ona (2) s (4-bromfenil)acetilenom uz Cu kao katalizator sintetiziran je 1,2,3-triazolni derivat kumarina 3. Sonogashira-inom reakcijom unakrsnog povezivanja 5-brom-2-hidroksibenzaldehida i fenilacetilena uz (PPh3)4Pd kao katalizator i CuI kao kokatalizator te uz bazu Et3N pripravljen je spoj 5-feniletinil-2-hidroksibenzaldehid (4). Strukturna karakterizacija pripravljenih spojeva provedena je 1H NMR spektroskopijom.
Abstract (english)
This work describes the synthesis and structural characterization of coumarin derivatives (1-3) and 5-phenylethynyl-2-hydroxybenzaldehyde (4). Domino reaction, from the resulting 3-acetamido-2-oxo-2H-chromen-7-yl acetate prepared in the first step by Perkin reaction, gave 3-azido-7-hydroxy-2H-chromen-2-one (2). Microwave assisted "click" reaction of 3-azido-7-hydroxy-2H-chromen-2-one (2) with (4-bromophenyl)acetylene catalysed with Cu afforded 1,2,3-triazole derivative of coumarin 3. 5-Phenylethynyl-2-hydroxybenzaldehyde (4) was synthesised by Sonogashira cross-coupling reaction of 5-bromo-2-hydroxybenzaldehyde and phenylacetylene in the presence of (PPh3)4Pd as a catalyst, CuI as co-catalyst and Et3N as a base. The structural characterization of the prepared compounds was carried out by 1H NMR spectroscopy.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:221899
Study programmeTitle: Applied Chemistry - Undergraduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry
Course: Applied organic chemistry
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
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Created on2018-02-08 09:50:02