Late Stage 18F-Fluorination and 123I-Iodination for PET and SPECT Imaging

Thesis

This thesis consists of the development and application of novel radiochemical transformations for both Positron Emission Tomography (PET) and Single Photon Emission Computered Tomography (SPECT). A general introduction is presented in Chapter I and covers PET, the production of fluorine-18 and the current state-of-the-art for ¹⁸F-radiolabelling. Chapter IV provides a brief overview of SPECT, production of radionuclides in SPECT and the current state-of-the-art.

The results chapters consist of three different approaches for the development and application of novel radiochemical transformations within PET or SPECT imaging. Chapter II discusses the application of the copper mediated nucleophilic ¹⁸F-fluorination of aryl pinacol boronic esters to the radiofluorination of [¹⁸F]olaparib. Subsequently, the imaging of DNA damage in pancreatic adenocarcinoma cell lines is examined. Chapter III discusses the synthesis of the novel ¹⁸F-trifluoromethylation reagent, [¹⁸F]-5-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate and its application to the ¹⁸F-trifluoromethylation of unmodified peptides. Chapter IV is comprised of the development of the copper mediated ¹²³I-Iodination of aryl boron reagents and its application to four clinically relevant SPECT tracers.

Finally, Chapter V provides experimental data for compounds discussed within this thesis.

Authors: Wilson, T

• DOI: 10.5287/ora-amqjdpno6
• Type of award: DPhil
• Level of award: Doctoral
• Awarding institution: University of Oxford