Thesis-2007-Stein.pdf (8.36 MB)
Download fileRadical synthesis of quinazolinone natural products
thesis
posted on 2018-08-08, 10:30 authored by Tobias SteinInvestigations into radical and palladium(0) cyclisations onto the C-2 position of the
3H-quinazolin-4-one moiety have been made. This has led to the syntheses of a
number of biologically active quinazolinone natural products using alkyl, heteroaryl
and acyl radical cyclisations. The reactions proceeded via a homolytic aromatic
substitution mechanism. As such, fully rearomatised products were recovered. [Illustration omitted.] A C-2 radical 3H-quinazolin-4-one building block was also prepared. This turned out
to have only limited synthetic applications. Radical cyclisations onto aryl groups were
carried out using this building block.
History
School
- Science
Department
- Chemistry