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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 18F 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 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 t ...[more]

PMID: 29675161

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