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RADICAL ENDEAVOURS: THE PURSUIT OF NOVEL RADICAL CYCLISATION TECHNOLOGIES

Creighton, David Samuel James (2013) RADICAL ENDEAVOURS: THE PURSUIT OF NOVEL RADICAL CYCLISATION TECHNOLOGIES. MSc by research thesis, University of York.

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Abstract

This thesis describes attempts to develop new technically clean radical cyclisation technologies. The work focuses on novel radical oxidation processes, whereby selective hydrogen-atom abstraction forms carbon-centred radicals able to undergo intermolecular radical additions, or cyclisation to form 5- 6-membered rings. A new and unreported cyclisation pathway has been identified, albeit a low yielding pathway. This novel N-halosuccinimide cyclisation technology constructs cyclic architectures of med-chem importance and crucially without the requirement for tin or other toxic metals. Particularly noteworthy was the use of N-iodosuccinimide to promote cyclisation of dihydro-isoindol-1-one derivatives.

Item Type: Thesis (MSc by research)
Keywords: Free-Radical, Organic Synthesis, Radical Cyclisation
Academic Units: The University of York > Chemistry (York)
Depositing User: Mr David Samuel James Creighton
Date Deposited: 10 Feb 2014 10:53
Last Modified: 10 Feb 2014 10:53
URI: http://etheses.whiterose.ac.uk/id/eprint/4981

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