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  • Title: A convenient method for the preparation of fluorous tin derivatives for the fluorous labeling strategy.
    Author: McIntee JW, Sundararajan C, Donovan AC, Kovacs MS, Capretta A, Valliant JF.
    Journal: J Org Chem; 2008 Nov 07; 73(21):8236-43. PubMed ID: 18826327.
    Abstract:
    A convenient method for the preparation of fluorous aryl stannanes was developed as a means of expanding the general utility of the fluorous labeling strategy (FLS). Following the synthesis of a novel fluorous distannane, a palladium-catalyzed cross-coupling reaction was used to prepare the target compounds from aryl halides. The scope of the reaction was investigated by preparing a small library of model compounds where the reaction yields were similar to those reported for the analogous procedures employing hexamethyl- or hexabutyldistannanes. The utility of the reported methodology was demonstrated through the successful synthesis of fluorous precursors to two established molecular imaging and therapy agents (FIAU, IUdR). These were radiolabeled with iodine-125 and the desired products isolated in high yield and effective specific activity.
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