C–H Activation Reactions of Tetrahydropyridines
Author(s)
Doyle, Claire Marie
Type
Thesis or dissertation
Abstract
This thesis is presented as five chapters:
Chapter 1.0 is divided into two sections: the first is a review of palladium-catalysed C–C
bond forming reactions. It covers palladium-catalysed cross-coupling reactions; C–H bond
functionalisation; the Heck reaction and functionalisation of heteroaromatic C–H bonds.
Secondly the use of tetrahydropyridines in organic synthesis is discussed, with a particular
focus on methodology developed by the Craig group.
Chapter 2.0 discusses the research carried out during this studentship. It is divided into six
sections and discusses the results obtained from research efforts into: our initial strategy for
tetrahydropyridine synthesis; an SN1 approach; an α,β-unsaturated lactam approach; synthesis
of 3-methoxy aryl-substituted tetrahydropyridines; synthesis of heteroaromatic analogues and
further elaboration of tricyclic tetrahydropyridines.
Chapter 3.0 details future work proposed within the areas described above.
Chapter 4.0 details the experimental procedures employed and spectroscopic data for the
compounds discussed in chapter 2.0.
Finally, chapter 5.0 lists the references sourced in this thesis.
Chapter 1.0 is divided into two sections: the first is a review of palladium-catalysed C–C
bond forming reactions. It covers palladium-catalysed cross-coupling reactions; C–H bond
functionalisation; the Heck reaction and functionalisation of heteroaromatic C–H bonds.
Secondly the use of tetrahydropyridines in organic synthesis is discussed, with a particular
focus on methodology developed by the Craig group.
Chapter 2.0 discusses the research carried out during this studentship. It is divided into six
sections and discusses the results obtained from research efforts into: our initial strategy for
tetrahydropyridine synthesis; an SN1 approach; an α,β-unsaturated lactam approach; synthesis
of 3-methoxy aryl-substituted tetrahydropyridines; synthesis of heteroaromatic analogues and
further elaboration of tricyclic tetrahydropyridines.
Chapter 3.0 details future work proposed within the areas described above.
Chapter 4.0 details the experimental procedures employed and spectroscopic data for the
compounds discussed in chapter 2.0.
Finally, chapter 5.0 lists the references sourced in this thesis.
Date Issued
2012-01
Date Awarded
2012-03
Advisor
Craig, Donald
Creator
Doyle, Claire Marie
Publisher Department
Chemistry
Publisher Institution
Imperial College London
Qualification Level
Doctoral
Qualification Name
Doctor of Philosophy (PhD)