Dopamine ring fluorinated derivatives

The photochemical Balz-Schiemann reaction has been used for the preparation of interesting fluoroarenc pharmaceutical agents, such as ring-fluorinated tyraminc and dopamine derivatives (Table 9. entries 1-3), and 2-, 5-, and 6-fluoronorepinephrine precursors (entries 4 and 5), from the corresponding nitroarenes. 

In vivo regional brain biodistribution studies of fluorine-18 derivatives in mice indicated that in vivo selectivity for the dopamine reuptake site critically depends on the carbon chain length between the piperazine ring and the solitary aromatic ring. It has been concluded that the fluorine-18 analogues464 do not offer any advantage over another currently available [18F]GBR 12909 radiotracer466 for study of the dopamine reuptake system. 

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