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Site-selective 18F fluorination of unactivated C-H bonds mediated by a manganese porphyrin.


ABSTRACT: The first direct C-H 18F fluorination reaction of unactivated aliphatic sites using no-carrier-added [18F]fluoride is reported. Under the influence of a manganese porphyrin/iodosylbenzene system, a variety of unactivated aliphatic C-H bonds can be selectively converted to C-18F bonds. The mild conditions, broad substrate scope and generally inaccessible regiochemistry make this radio-fluorination a powerful alternate to established nucleophilic substitution for the preparation of 18F labeled radio tracers.

SUBMITTER: Liu W 

PROVIDER: S-EPMC5885592 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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Site-selective <sup>18</sup>F fluorination of unactivated C-H bonds mediated by a manganese porphyrin.

Liu Wei W   Huang Xiongyi X   Placzek Michael S MS   Krska Shane W SW   McQuade Paul P   Hooker Jacob M JM   Groves John T JT  

Chemical science 20171205 5


The first direct C-H <sup>18</sup>F fluorination reaction of unactivated aliphatic sites using no-carrier-added [<sup>18</sup>F]fluoride is reported. Under the influence of a manganese porphyrin/iodosylbenzene system, a variety of unactivated aliphatic C-H bonds can be selectively converted to C-<sup>18</sup>F bonds. The mild conditions, broad substrate scope and generally inaccessible regiochemistry make this radio-fluorination a powerful alternate to established nucleophilic substitution for t  ...[more]

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