Synthesis and elaboration of heterocycles via palladium-catalyzed C-H functionalization Gerelle, Maria Willis, Michael C. Chemistry & allied sciences Catalysis Heterocyclic chemistry Organic chemistry Organic synthesis organic chemistry palladium-catalysis organic synthesis heterocycles <p>Chapter 1 is a brief literature review of the most recent progress in the area of C-H functionalization via palladium catalysis. This covers the functionalization of electron deficient arenes and heterocycles with alkenyl and alkyl halides both using inter- and intra-molecular reactions. The chapter also contains an overview of recent work from the Willis group.</p><p>Chapter 2 presents the functionalization of electron deficient arenes and alkenyl bromides using palladium catalysis, as well as the use of statistical analysis software for optimizing the cross-coupling reaction.</p><p>Chapter 3 describes the cross-coupling of substituted benzoxazoles, benzothiazole and benzimidazole with a range of alkenyl iodides using palladium catalysis. The reaction can tolerate both (E) and (Z) disubstituted alkenes and tri-substituted alkenyl iodides, with retention of the double bond geometry.</p><p>Chapter 4 details the synthesis of sultams via an intramolecular C-H functionalization using palladium catalysis. The chapter covers the optimization of the starting material synthesis as well as the cross-coupling reaction. We can access the sulfonamides from cyclohexenone and were able to incorporate a large range of substitution patterns (Scheme 3).</p><p>Finally, Chapter 5 contains all the experimental details, general considerations and compound data. All the NMR spectra of novel compounds can be found in the appendix.</p> This thesis is not currently available via ORA. 2012 text thesis born digital ora:6541 en Restricted: Full content available from 2015-09-28 (ISO 8601) urn:uuid:45d028d2-0548-4f22-a110-49aa97ae8dde