SYNTHESIS OF NONACTIVATED F-18 FLUORINATED AROMATIC-COMPOUNDS THROUGH NUCLEOPHILIC-SUBSTITUTION AND DECARBOXYLATION REACTIONS

in Applied Radiation & Isotopes (1992), 43(8), 1035-1040

The synthesis of no-carrier-added 3-[F-18]fluoroanisole, 2-[F-18]fluoroanisole, [F-18]fluorobenzene and 4-[F-18]fluoroveratrole are reported. The strategy consists of amino-polyether supported ... [more ▼]

The synthesis of no-carrier-added 3-[F-18]fluoroanisole, 2-[F-18]fluoroanisole, [F-18]fluorobenzene and 4-[F-18]fluoroveratrole are reported. The strategy consists of amino-polyether supported nucleophilic substitution with [F-18]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-[F-18]fluoro-4-methoxybenzaldehyde and then successfully applied to four other F-18-fluorinated aromatic aldehydes. The decarbonylation yields obtained were 84 +/- 5% (corrected for decay) within 15 min at 150-degrees-C in 1,4-dioxan. [less ▲]