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 journalArticlepeer-review

32 Scopus citations

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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