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Title: Carbon-carbon bond formation via rhodium-catalysed C-S activation processes
Author: Arambasic, Milan
ISNI:       0000 0004 6062 6830
Awarding Body: University of Oxford
Current Institution: University of Oxford
Date of Award: 2015
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In the following thesis, new methodologies towards harnessing C-S activation processes are documented. These methods utilise rhodium catalysis and are focused on the activation of aryl methyl sulfides. Chapter 1 provides an overview of the development of metal-catalysed C-S activation chemistry, with a focus on the catalytic systems, reagents and starting materials used to facilitate various C-C bond forming transformations. Chapter 2 describes a novel rhodium-catalysed cross-coupling reaction of aryl and alkyl terminal alkynes with simple aryl sulfides. This resulted in a Sonogashira-type transformation which exhibited orthogonality with traditional palladium catalysed Sonogashira chemistry. Chapter 3 documents a new catalytic system which allowed for the practical and efficient alkyne carbothiolation reactions of ketone-baring methyl sulfides. The carbothiolation products can be conveniently utilised in a one-pot three-component reaction to form highly substituted isoquinolines. Chapter 4 discusses the potential for future work. Chapter 5 presents the experimental data.
Supervisor: Willis, Michael Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available