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

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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.

Graphical abstract: Site-selective 18F fluorination of unactivated C–H bonds mediated by a manganese porphyrin

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Publication details

The article was received on 19 Oct 2017, accepted on 02 Dec 2017 and first published on 05 Dec 2017


Article type: Edge Article
DOI: 10.1039/C7SC04545J
Citation: Chem. Sci., 2018, Advance Article
  • Open access: Creative Commons BY-NC license
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    Site-selective 18F fluorination of unactivated C–H bonds mediated by a manganese porphyrin

    W. Liu, X. Huang, M. S. Placzek, S. W. Krska, P. McQuade, J. M. Hooker and J. T. Groves, Chem. Sci., 2018, Advance Article , DOI: 10.1039/C7SC04545J

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