Baeyer-Villiger oxidation tuned to chemoselective conversion of non-activated [18F]fluorobenzaldehydes to [18F]fluorophenols was written by Ermert, Johannes;Castillo Melean, Johnny;Humpert, Swen;Modemann, Daniel;Krupp, Dominik;Kern, Isabel;Kreft, Sabrina;Coenen, Heinz H.. And the article was included in Journal of Labelled Compounds and Radiopharmaceuticals in 2019.Reference of 452-82-4 This article mentions the following:
A reaction pathway via oxidation of [18F]fluorobenzaldehydes offered a very useful tool for the no-carrier-added radiosynthesis of [18F]fluorophenols. A considerably improved chemoselectivity of the Baeyer-Villiger oxidation (BVO) toward phenols was achieved, employing 2,2,2-trifluoroethanol as reaction solvent in combination with oxone or m-CPBA as oxidation agent. The studies showed the necessity of H2SO4 addition, which appeared to have a dual effect, acting as catalyst and desiccant. For example, 2-[18F]fluorophenol was obtained with a radiochem. yield (RCY) of 97% under optimized conditions of 80°C and 30-min reaction time. The changed performance of the BVO, which was in agreement with known reaction mechanisms via Criegee intermediates, provided the best results with regard to RCY and chemoselectivity, i.e. formation of [18F]fluorophenols rather than [18F]fluorobenzoic acids. Further, the applicability of the tuned, chemoselective BVO to the n.c.a. level and to more complex compounds was demonstrated for the products n.c.a. 4-[18F]fluorophenol and 4-[18F]fluoro-m-tyramine, resp. In the experiment, the researchers used many compounds, for example, 1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4Reference of 452-82-4).
1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Reference of 452-82-4
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com