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

Wei Liu, Xiongyi Huang, Michael S. Placzek, Shane W. Krska, Paul McQuade, Jacob M. Hooker, John Taylor Groves

Research output: Contribution to journalArticle

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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.

Original languageEnglish (US)
Pages (from-to)1168-1172
Number of pages5
JournalChemical Science
Volume9
Issue number5
DOIs
StatePublished - 2018

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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    Liu, W., Huang, X., Placzek, M. S., Krska, S. W., McQuade, P., Hooker, J. M., & Groves, J. T. (2018). Site-selective 18F fluorination of unactivated C-H bonds mediated by a manganese porphyrin. Chemical Science, 9(5), 1168-1172. https://doi.org/10.1039/c7sc04545j