Herein, the synthesis and use of [ 11 C]carbonyl difluoride for labeling heterocycles with [ 11 C]carbonyl groups in high molar activity is described. A very mild single-pass gasphase conversion of [ 11 C]carbon monoxide into [ 11 C]carbonyl difluoride over silver(II) fluoride provides easy access to this new synthon in robust quantitative yield for labeling a broad range of cyclic substrates, for example, imidazolidin-2-ones, thiazolidin-2-ones, and oxazolidin-2-ones. Labeling reactions may utilize close-to-stoichiometric precursor quantities and short reaction times at room temperature in a wide range of solvents while also showing high water tolerability. The overall radiosynthesis protocol is both simple and reproducible. The required apparatus can be constructed from widely available parts and is therefore well suited to be automated for PET radiotracer production. We foresee that this straightforward method will gain wide acceptance for PET radiotracer syntheses across the radiochemistry community.Supporting information and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.
An efficient fluorination methodology of iodanes using a host–guest compound as the fluoride source combining preparative organic chemistry with PET radiochemistry.
We report a method for labeling arylvinyltrifluoromethanes with carbon-11 (t 1/2 = 20.4 min) as representatives of a new radiolabeled chemotype that has potential for developing radiotracers for biomedical imaging with positron emission tomography. Treatment of (E)-arylvinyl(phenyl)iodonium tosylates (1a−1k) with [ 11 C[CuCF 3 gave the corresponding [ 11 C]arylvinyltrifluoromethanes ([ 11 C]2a−[ 11 C]2k) in high radiochemical yields (90−97%) under rapid (2 min) and mild (60 °C) conditions.
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