Copper-mediated nucleophilic 18F-radiolabelling of (hetero)arenes for applications in positron emission tomography
<p>This thesis focuses on the development of a novel nucleophilic <sup>18</sup>F-fluorination of (hetero)arenes and of a rapid screening experiment to facilitate the application of this reaction to complex heterocyclic targets of medicinal importance.</p> <p><strong&...
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| Άλλοι συγγραφείς: | |
| Μορφή: | Thesis |
| Γλώσσα: | English |
| Έκδοση: |
2017
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| Θέματα: |
| _version_ | 1826316426860822528 |
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| author | Taylor, N |
| author2 | Gouverneur, V |
| author_facet | Gouverneur, V Taylor, N |
| author_sort | Taylor, N |
| collection | OXFORD |
| description | <p>This thesis focuses on the development of a novel nucleophilic <sup>18</sup>F-fluorination of (hetero)arenes and of a rapid screening experiment to facilitate the application of this reaction to complex heterocyclic targets of medicinal importance.</p> <p><strong>Chapter 1</strong> introduces the use of molecules labelled with fluorine-18 as tracers in positron emission tomography and reviews methods for the preparation of [<sup>18</sup>F]fluoroarenes published prior to the start of the work in this thesis.</p> <p><strong>Chapter 2</strong> describes the development of a novel method for the preparation of electronically-diverse [<sup>18</sup>F]fluoroarenes from aryl boronic esters and [<sup>18</sup>F]fluoride, mediated by a copper complex. Application of this <sup>18</sup>F-fluorodeboronation to electron-rich radiotracers is demonstrated. Methods for the preparation of [<sup>18</sup>F]fluoroarenes published after the start of the work in this thesis are reviewed.</p> <p><strong>Chapter 3</strong> outlines a rapid screening experiment for assessing the tolerance of the <sup>18</sup>F-fluorodeboronation towards heterocycles, and the use of this method to guide the retro-radiosynthesis of heterocycle-rich, medicinally relevant molecules.</p> <p><strong>Chapter 4</strong> contains synthetic procedures and characterisation data for compounds in Chapters 2 and 3.</p> |
| first_indexed | 2024-03-06T21:15:43Z |
| format | Thesis |
| id | oxford-uuid:3fbaaf65-a9a0-4522-8310-6acf29e3ff7c |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-12-09T03:44:56Z |
| publishDate | 2017 |
| record_format | dspace |
| spelling | oxford-uuid:3fbaaf65-a9a0-4522-8310-6acf29e3ff7c2024-12-07T16:34:38ZCopper-mediated nucleophilic 18F-radiolabelling of (hetero)arenes for applications in positron emission tomographyThesishttp://purl.org/coar/resource_type/c_db06uuid:3fbaaf65-a9a0-4522-8310-6acf29e3ff7cTomography, EmissionFluorinationEnglishORA Deposit2017Taylor, NGouverneur, V<p>This thesis focuses on the development of a novel nucleophilic <sup>18</sup>F-fluorination of (hetero)arenes and of a rapid screening experiment to facilitate the application of this reaction to complex heterocyclic targets of medicinal importance.</p> <p><strong>Chapter 1</strong> introduces the use of molecules labelled with fluorine-18 as tracers in positron emission tomography and reviews methods for the preparation of [<sup>18</sup>F]fluoroarenes published prior to the start of the work in this thesis.</p> <p><strong>Chapter 2</strong> describes the development of a novel method for the preparation of electronically-diverse [<sup>18</sup>F]fluoroarenes from aryl boronic esters and [<sup>18</sup>F]fluoride, mediated by a copper complex. Application of this <sup>18</sup>F-fluorodeboronation to electron-rich radiotracers is demonstrated. Methods for the preparation of [<sup>18</sup>F]fluoroarenes published after the start of the work in this thesis are reviewed.</p> <p><strong>Chapter 3</strong> outlines a rapid screening experiment for assessing the tolerance of the <sup>18</sup>F-fluorodeboronation towards heterocycles, and the use of this method to guide the retro-radiosynthesis of heterocycle-rich, medicinally relevant molecules.</p> <p><strong>Chapter 4</strong> contains synthetic procedures and characterisation data for compounds in Chapters 2 and 3.</p> |
| spellingShingle | Tomography, Emission Fluorination Taylor, N Copper-mediated nucleophilic 18F-radiolabelling of (hetero)arenes for applications in positron emission tomography |
| title | Copper-mediated nucleophilic 18F-radiolabelling of (hetero)arenes for applications in positron emission tomography |
| title_full | Copper-mediated nucleophilic 18F-radiolabelling of (hetero)arenes for applications in positron emission tomography |
| title_fullStr | Copper-mediated nucleophilic 18F-radiolabelling of (hetero)arenes for applications in positron emission tomography |
| title_full_unstemmed | Copper-mediated nucleophilic 18F-radiolabelling of (hetero)arenes for applications in positron emission tomography |
| title_short | Copper-mediated nucleophilic 18F-radiolabelling of (hetero)arenes for applications in positron emission tomography |
| title_sort | copper mediated nucleophilic 18f radiolabelling of hetero arenes for applications in positron emission tomography |
| topic | Tomography, Emission Fluorination |
| work_keys_str_mv | AT taylorn coppermediatednucleophilic18fradiolabellingofheteroarenesforapplicationsinpositronemissiontomography |