Novel strategies for synthesising and labelling the heteroatom-trifluoroethyl motif

Abstract:: The expansion of methodologies to access fluorinated molecules is vital to the pharmaceutical and agrochemical industry. Novel protocols will complement existing routes to accessing proven useful fluorinated motifs, and for accessing new chemical space. Such fluorinated scaffolds may be [¹⁸F]-radiolabelled, generating tracers which may be used to produce medical images through Positron Emission Tomography (PET). Improvement in [¹⁸F]-radiolabelling techniques will simplify access to current PET tracers and allow the development of original tracers, potentially enhancing image quality or permitting images of a wider range of clinical problems.

Files:: Full Thesis 31DEC2018 Hyde.pdf

(Preview, pdf, 13.1MB, Terms of use)

Related item:: Enantioselective rhodium-catalysed insertion of trifluorodiazoethanes into tin hydrides
Description:: Aryl substituted 2,2,2-trifluorodiazoethanes undergo rhodium(II)-catalysed insertion reactions with tin hydrides affording the corresponding α-(trifluoromethyl)benzyl stannanes. This reactivity contrasts with that of diazo esters which predominantly afford CH2 reduction products in the presence of tin hydrides. The first example of asymmetric insertion into tin hydrides using diazo compounds is also described. In addition, this system extends to asymmetric germanium hydride and silane insertion.
Related item:: Copper‐Catalyzed Insertion into Heteroatom–Hydrogen Bonds with Trifluorodiazoalkanes
Description:: Copper‐catalyzed Si−H, B−H, P−H, S−H, and N−H insertion reactions of 2,2,2‐trifluoro‐1‐diazoethane and 1‐aryl 2,2,2‐trifluorodiazoethanes generated a large number of new fluorine‐containing chemical entities for medicinal chemists. With selected Si−H and B−H insertion reactions, we demonstrate successful extension to asymmetric catalysis.

Licence:: Terms and Conditions of Use for Oxford University Research Archive

If you are the owner of this record, you can report an update to it here: Report update to this record

Thesis