Intramolecular radical additions to aromatic compounds

• Main Author: Blumire, Nigel James
• Other Authors: Harrowven, D. C.
• Published: University of Southampton 2003
• Subjects: 547.593; Radical cyclisation and polycyclic heterocycles
• Online Access: https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.288469

This thesis is concerned with the development of cyclisation strategies that allow entry to polycyclic heterocycles and medium sized ring systems. Radical additions to pyridines are developed and methodologies explore the differences between the homolysis of C-Br and C-I bonds. Mechanisms are described for the unexpected ipso additions to the pyridines. Work towards the synthesis of the stegnans and dimethylgomisin illustrates the attempts to utilise the ipso addition to form medium sized ring systems. A new method of synthesising these medium sized ring systems is discussed. Progress towards a general methodology is described and shows the opportunities for which it could be utilised. A literature review of the synthesis of heterocycles via radical cyclisations is presented.