2-Aryl-6,8-Dibromo-4-Chloroquinazoline as scaffold for the synthesis of Novel 2,6,8-Triaryl-4-(Phenylethynyl)Quinazolines with potential photophysical properties

Paumo, Hugues Kamdem

dc.contributor.advisor	Mphahlele, M.J.
dc.contributor.author	Paumo, Hugues Kamdem
dc.date.accessioned	2014-10-21T07:09:56Z
dc.date.available	2014-10-21T07:09:56Z
dc.date.issued	2014-06
dc.identifier.citation	Paumo, Hugues Kamdem (2014) 2-Aryl-6,8-Dibromo-4-Chloroquinazoline as scaffold for the synthesis of Novel 2,6,8-Triaryl-4-(Phenylethynyl)Quinazolines with potential photophysical properties, University of South Africa, Pretoria, <http://hdl.handle.net/10500/14197>	en
dc.identifier.uri	http://hdl.handle.net/10500/14197
dc.description.abstract	The 2-aryl-6,8-dibromoquinazolin-4(3H)-ones were prepared in a single-pot operation by condensing 6,8-dibromoanthranilamide and aryl aldehydes in the presence of molecular iodine in ethanol. Treatment of the 2-aryl-6,8-dibromoquinazolin-4(3H)-ones with thionylchloride in the presence of dimethylformamide afforded the corresponding 2-aryl-4-chloro-6,8-dibromoquinazolines. Palladium(0)-copper iodide catalysed Sonogashira cross-coupling reaction of 2-aryl-4-chloro-6,8-dibromoquinazolines with terminal alkynes at room temperature afforded series of 2-aryl-6,8-dibromo-4-(alkynyl)quinazolines. Further transformation of the 2-aryl-6,8-dibromo-4-(phenylethynyl)quinazolines via Suzuki-Miyaura cross-coupling with arylboronic acids occurred without selectivity to afford the corresponding 2,6,8-triaryl-4-(phenylethynyl)quinazolines. The compounds were characterized using a combination of NMR (1H and 13C) and IR spectroscopic techniques as well as mass spectrometry. The absorption and emission properties of 2,6,8-triaryl-4-(phenylethynyl)quinazolines were determined in solution.	en
dc.format.extent	1 online resource (vi, 81 p.)
dc.language.iso	en	en
dc.subject	2-aryl-6,8-dibromoquinazolin-4(3H)-ones	en
dc.subject	2-aryl-4-chloro-6	en
dc.subject	8-dibromoquinazolines	en
dc.subject	2-aryl-6,8-dibromo-4-(phenylethynyl)quinazolines	en
dc.subject	2,6,8-triaryl-4-(phenylethynyl)quinazolines	en
dc.subject	Sonogashira cross-coupling reaction	en
dc.subject	Suzuki-Miyaura cross-coupling reaction	en
dc.subject	Absorption and emission properties	en
dc.subject.ddc	547.2
dc.subject.lcsh	Organic compounds -- Synthesis
dc.subject.lcsh	Organic, Chemistry -- Synthesis
dc.subject.lcsh	Coupling constants
dc.subject.lcsh	Spectrum analysis
dc.title	2-Aryl-6,8-Dibromo-4-Chloroquinazoline as scaffold for the synthesis of Novel 2,6,8-Triaryl-4-(Phenylethynyl)Quinazolines with potential photophysical properties	en
dc.type	Dissertation	en
dc.description.department	Chemistry	en
dc.description.degree	M.Sc. (Chemistry)