Sinteza i strukturna karakterizacija novih derivata 2-arilbenzoksazola

undergraduate thesis

• Title (english): Synthesis and structural characterization of novel 2-arylbenzoxazole derivatives
• Author: Jurja Vukovinski
• Mentor: Tatjana Gazivoda Kraljević (mentor)
• Committee member: Tatjana Gazivoda Kraljević (predsjednik povjerenstva)
• Committee member: Silvana Raić-Malić (član povjerenstva)
• Committee member: Dajana Kučić Grgić (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2022-09-15, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U ovom radu opisana je sinteza novih derivata benzoksazola Sonogashirinom reakcijom, njihova strukturna karakterizacija 1H- i 13C-NMR spektroskopijom te in silico analiza. Reakcijom 3-brom-4-hidroksibenzaldehida i odgovarajućih alkilirajućih reagenasa pripravljeni su O-alkilirani derivati benzaldehida (10 i 11) kao početni prekursori koji su reakcijom s različito supstituiranim ortho-aminofenolima prevedeni u Schiffove baze (12-17). Reakcijom kondenzacije Schiffovih baza sintetizirani su derivati benzoksazola 18-23. Sonogashirinom reakcijom unakrsnog povezivanja benzoksazolnih derivata i terminalnih alkina pripravljeni su ciljani 2-arilni derivati benzoksazola (24-35). Strukturna karakterizacija priređenih benzoksazolnih derivata provedena je 1H- i 13C-NMR spektroskopijom.

Abstract (english)

This paper describes the synthesis of novel benzoxazole derivates by Sonogashira crosscoupling reaction, their structural characterization by 1H- i 13C-NMR spectroscopy and in silico analysis. The reaction of 3-bromo-4-hydroxybenzaldehyde and the corresponding alkylating reagents prepared O-alkylated derivatives of benzaldehyde (10 and 11) as precursor which were then converted with variously substituted ortho-aminophenols to Schiff bases (12-17). Benzoxazole derivates 18-23 were synthesized by condensation reaction of Schiff bases. Sonogashira cross-coupling reaction of benzoxazole derivates with appropriate terminal alkynes gave target 2-aryl benzoxazole derivatives (24-35). The structural characterization of synthesized benzoxazole derivatives was performed by 1H- i 13C-NMR spectroscopy.

• Keywords: benzoksazol; Sonogashirina reakcija; in silico analiza
• Keywords (english): benzoxazole; Sonogashira reaction; in silico analysis
• Language: croatian
• URN:NBN: urn:nbn:hr:149:426952
• Project: Number: IP-2018-01-4682; Title: Novi spojevi temeljeni na bioizosterima purina za ispitivanje njihovih antitumorskih i antipatogenih djelovanja; Acronym: PurBioCaPa; Leader: Silvana Raić-Malić; Jurisdiction: Croatia; Funder: HRZZ; Funding stream: IP
• Study programme: Title: 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 resource: Text
• File origin: Born digital
• Access conditions: Closed access
• Created on: 2023-03-15 09:47:07