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Synthesis of non-activated 18F-fluorinated aromatic compounds through nucleophilic substitution and decarboxylation reactions

✍ Scribed by Alain Plenevaux; Christian Lemaire; Anthony J. Palmer; Philippe Damhaut; Dominique Comar


Publisher
Elsevier Science
Year
1992
Weight
510 KB
Volume
43
Category
Article
ISSN
0883-2889

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✦ Synopsis


The synthesis of no-carrier-added 3-['8F]fluoroanisole, 2-["F]fluoroanisole, ['*F]fluorohenzene and 4-['*F]fluoroveratrole are reported. The strategy consists of ammo-polyether supported nucleophilic substitution with ['*F]F-on activated nitro aromatic aldehyde precursors followed by decarbonylation using Tns(triphenylphosphme) rhodium (I) chloride The experimental parameters for this reaction have been studied and optimized with 2-['8qfluoro-4-methoxybenzaldehyde and then successfully applied to four other '*F-fluorinated aromatic aldehydes. The decarbonylation yields obtamed were 84 f 5% (corrected for decay) wlthm 15 mm at 150°C m 1,4-dloxan '*F-aromatlc compounds wa decarboxylatlon