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Title: Investigation of novel thermal cyclisation reactions
Author: Avcil, Muhammet
Awarding Body: University of Sussex
Current Institution: University of Sussex
Date of Award: 2013
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[For full abstract, with illustrations, see pdf file]. Part 1. Concise Synthesis of Highly Substituted Isoquinolin-1(2H)-ones via IMDA The primary goal of this DPhil research project was to further investigate the mechanism of a novel thermally activated cyclisation reaction discovered within the Parsons' research group. Through the synthesis and cyclisation of the substituted pyrrole rings 2.38a-c we have investigated the mechanism and increased the scope of the cyclisation reaction. We have also developed a robust route to advanced intermediate 2.10 in the synthesis of hymenialdisine 2.1. Part 2. Investigation and Development of a Novel Cascade Reaction The aim of this DPhil research project was to devise and execute a series of experiments to gain a better mechanistic understanding of the novel thermal cyclisation, discovered within the Parsons' research group. To further investigate the mechanism and scope of the cyclisation, the model system 2.1 was initially selected. Through extensive modification and manipulation of the cyclisation precursor 2.1, we have increased the scope of the cyclisation and postulated a reaction pathway. During these studies remarkable transformation of ketone 2.81 to alkyne 2.82 was also observed. The repeatability of the above reactions was also investigated by synthesising various analogues.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: QD0241 Organic chemistry