Exploring the synthesis of deoxyfluorination reagents and its application to positron emission tomography radiochemistry

Organofluorine compounds are featured unique properties that fluorine substitution confers on organic molecules. Notably, in the context of drug design, the Incorporation of carbon−fluorine bonds improves the metabolic stability, solubility, and activity of pharmaceutical chemical entities. Deoxyfluorination of alcohols is one of the most attractive methods for installing aliphatic C−F bonds due to the abundance and accessibility of alcoholcontaining precursors. In this technique, a deoxyfluorination reagent generates both an activated leaving group and a nucleophilic fluoride source that react in situ to afford desired product. Fluorine-18 (F-18)-labeling chemistry has developed tremendously over the last decades, but still, new challenging and innovative ways to label the various biological relevant molecules are need of time. We in our laboratory wish to explore such two strategies for nucleophilic insertion of F-18 on to aromatic or aliphatic alcohols. We have synthesized these two such prosthetic groups PyFluor (1) and PhenoFluorMix (2) as deoxyfluorinating agent for nucleophilic substitution of aliphatic or aromatic alcohols. Using this strategies, we develop a synthetic protocol to label the couple of known ¹⁸F-PET tracers such as (¹⁸F)-FDG, (¹⁸F)-FLT, and (¹⁸F)-FES. Our results are very primarily, and we are exploring to achieve a consistent and reproducible yield and chemistry protocol. This new F-18 chemistry will give us access to explore ¹⁸F-labeled clinical and preclinical chemicals entities. We developed a chemistry protocol to synthesis the two prosthetic groups and explored their chemistry to get the deoxyfluorinated chemical entities for clinical and preclinical chemicals studies