Approaches to the synthesis and modification of nitrogen-based heterocycles

O'Sullivan, Michael (2020) Approaches to the synthesis and modification of nitrogen-based heterocycles. Doctoral thesis, University of East Anglia.

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This thesis contains an investigation into the synthesis and subsequent modification of nitrogen-based heterocycles, more specifically dihydroisoquinolinone scaffolds. A library of over 30 compounds was developed based on this pathway.

The initial aim of the project was to build a compound library based around the compound known as ICG-001; an inhibitor of the human WNT pathway. Several heterocyclic structures analogous to ICG-001 were proposed as target molecules. The final outcome of this project differed somewhat from this initial goal, but modifications had to be made to account for the difficulties encountered during the synthesis of these molecules.

The potential for further modification of the series using Grignard chemistry was also explored

Overall, this Thesis comprises the successful development of a methodology for generating functionalised dihydroisoquinolinone derivatives. Efforts were also made into generating stereoselective products with limited success. Further modification of these molecules was also explored and yielded some unexpected results.

Item Type: Thesis (Doctoral)
Faculty \ School: Faculty of Science > School of Chemistry
Depositing User: Chris White
Date Deposited: 22 Sep 2021 08:24
Last Modified: 22 Sep 2021 08:24


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