The DOI matches its Crossref record; 15 of the 15 references it cites were found in a registry or an index.
A General Copper‐Mediated Nucleophilic 18F Fluorination of Arenes
Abstract
Molecules labeled with fluorine‐18 are used as radiotracers for positron emission tomography. An important challenge is the labeling of arenes not amenable to aromatic nucleophilic substitution (S N Ar) with [18 F]F−. In the ideal case, the 18 F fluorination of these substrates would be performed through reaction of [18 F]KF with shelf‐stable readily available precursors using a broadly applicable method suitable for automation. Herein, we describe the realization of these requirements with the production of 18 F arenes from pinacol‐derived aryl boronic esters (arylBPin) upon treatment with [18 F]KF/K 222 and [Cu(OTf)2(py)4] (OTf=trifluoromethanesulfonate, py=pyridine). This method tolerates electron‐poor and electron‐rich arenes and various functional groups, and allows access to 6‐[18 F]fluoro‐L‐DOPA, 6‐[18 F]fluoro‐m‐tyrosine, and the translocator protein (TSPO) PET ligand [18 F]DAA1106.
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Self-citationFluorine in Pharmaceuticals: Looking Beyond Intuition
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Synthesis of 11C, 18F, 15O, and 13N Radiolabels for Positron Emission Tomography
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Self-citationNickel-Mediated Oxidative Fluorination for PET with Aqueous [18F] Fluoride
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Cited by
Modern Carbon–Fluorine Bond Forming Reactions for Aryl Fluoride Synthesis
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Concerted nucleophilic aromatic substitution with 19F− and 18F−
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Radiochemistry for positron emission tomography
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Metadata
- Authors
- Tredwell, M., Preshlock, S. M., Taylor, N. J., Gruber, S., Huiban, M., Passchier, J., Mercier, J., Génicot, C., & Gouverneur, V.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2014-06-10
- Volume
- 53
- Issue
- 30
- Pages
- 7751-7755
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2165040547
- Cited by
- 388
- References
- 15
- FWCI
- 25.49
- Type
- journal article
- Language
- en
- Open access
- closed
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