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Redact All 9999-12-31 Restricted Access Keating, J J O'Connor, Richard Eric Higher Education Authority 2024-02-08T10:08:30Z 2024-02-08T10:08:30Z 2022 2022 Substituted 2,3-dihydrobenzofuran derivatives as well as their benzofuran and benzodifuranyl analogues are versatile heterocycles that are increasing in prominence as key building blocks in organic chemistry. In particular, benzodifuran-containing structures are gaining significant interest in medicinal chemistry as pharmacophores and in industrial chemistry as scaffolds for organic electroluminescent devices, organic field-effect transistors, solar cell sensitizers and semiconducting polymers. The synthesis of pharmacologically active benzodifurans are complex multi-step processes and each individual step has the potential for considerable side-product/impurity formation. This project focused on synthetic strategies to benzofuran and benzodifuran derivatives in addition to their hydrogenated and substituted analogues. The chosen synthetic routes to target molecules further focused on the propensity of synthetic steps to produce impurities, modifiable variables to modulate impurity formation and the impurity profile of each synthetic route explored. Organic process impurities identified were isolated and fully characterised where possible, in addition to intended products. Not peer reviewed Accepted Version application/pdf O'Connor, R. E. 2022. Studies in the synthesis and impurity profiling of pharmacologically active benzodifurans. PhD Thesis, University College Cork. 634 https://hdl.handle.net/10468/15532 en University College Cork Higher Education Authority (PD/2012/2652) © 2023, Richard Eric O'Connor. https://creativecommons.org/licenses/by-nc-nd/4.0/ Pharmacologically active benzodifurans Impurity profiling Ketone precurso Novel Isomers Benzodifuran scaffolds Anti-cancer Regio-specific halogenation Benzodifuran ring closure Studies in the synthesis and impurity profiling of pharmacologically active benzodifurans Doctoral thesis Doctoral PhD - Doctor of Philosophyinfo:eu-repo/semantics/embargoedAccess