Synthesis of non-activated 18F-fluorinated aromatic compounds through nucleophilic substitution and decarboxylation reactions
AbstractAbstract
[en] The synthesis of no-carrier-added 3-[18F]fluoroanisole, 2-[18F]fluoroanisole, [18F]fluorobenzene and 4-[18F]fluoroveratrole are reported. The strategy consists of amino-polyether supported nucleophilic substitution with [18F]F- on activated nitro aromatic aldehyde precursors followed by decarbonylation using Tris(triphenylphosphine) rhodium (I) chloride. The experimental parameters for this reaction have been studied and optimized with 2-[18F]fluoro-4-methoxybenzaldehyde and then successfully applied to four other 18F-fluorinated aromatic aldehydes. The decarbonylation yields obtained were 84±5% (corrected for decay) within 15 min at 150oC in 1,4-dioxan. (author)
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ALDEHYDES, AROMATICS, BETA DECAY RADIOISOTOPES, BETA-PLUS DECAY RADIOISOTOPES, CHEMICAL REACTIONS, DRUGS, ETHERS, FLUORINE ISOTOPES, HOURS LIVING RADIOISOTOPES, HYDROCARBONS, ISOMERIC TRANSITION ISOTOPES, ISOTOPES, LABELLED COMPOUNDS, LIGHT NUCLEI, MATERIALS, NUCLEI, ODD-ODD NUCLEI, ORGANIC COMPOUNDS, ORGANIC OXYGEN COMPOUNDS, RADIOACTIVE MATERIALS, RADIOISOTOPES, SYNTHESIS
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