Abstract
Molecules labelled with the unnatural isotope fluorine-18 are used for positron emission tomography. Currently, this molecular imaging technology is not exploited at its full potential because many (18)F-labelled probes are inaccessible or notoriously difficult to produce. Typical challenges associated with (18)F radiochemistry are the short half-life of (18)F (<2 h), the use of sub-stoichiometric amounts of (18)F, relative to the precursor and other reagents, as well as the limited availability of parent (18)F sources of suitable reactivity ([(18)F]F(-) and [(18)F]F2). There is a high-priority demand for general methods allowing access to [(18)F]CF3-substituted molecules for application in pharmaceutical discovery programmes. We report the development of a process for the late-stage [(18)F]trifluoromethylation of (hetero)arenes from [(18)F]fluoride using commercially available reagents and (hetero)aryl iodides. This [(18)F]CuCF3-based protocol benefits from a large substrate scope and is characterized by its operational simplicity.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Benzene Derivatives / chemistry
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Fluorine Radioisotopes / chemistry*
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Fluoxetine / chemistry
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Flutamide / chemistry
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Hydrocarbons, Fluorinated / chemistry*
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Iodobenzenes / chemistry*
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Isotope Labeling / methods
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Magnetic Resonance Spectroscopy
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Methylation
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Molecular Imaging
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Molecular Structure
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Positron-Emission Tomography / methods*
Substances
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Benzene Derivatives
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Fluorine Radioisotopes
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Hydrocarbons, Fluorinated
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Iodobenzenes
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Fluoxetine
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Flutamide
Associated data
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PubChem-Substance/163826395
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PubChem-Substance/163826396
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PubChem-Substance/163826397
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PubChem-Substance/163826398
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PubChem-Substance/163826399
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PubChem-Substance/163826400
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PubChem-Substance/163826401
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PubChem-Substance/163826402
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PubChem-Substance/163826403
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PubChem-Substance/163826404
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PubChem-Substance/163826405
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PubChem-Substance/163826406
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PubChem-Substance/163826407
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PubChem-Substance/163826408
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PubChem-Substance/163826409
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PubChem-Substance/163826410
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PubChem-Substance/163826411
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PubChem-Substance/163826412
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PubChem-Substance/163826413
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PubChem-Substance/163826414
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PubChem-Substance/163826416
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PubChem-Substance/163826418
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PubChem-Substance/163826422
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PubChem-Substance/163826429