Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 34, Pages 9991-9995Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201504665
Keywords
[F-18]fluoride; difluoromethyl ethers; halogen exchange; silver triflate; trifluoromethyl ethers
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Funding
- EPSRC
- GSK
- CRUK
- Royal Thai Government
- EU [FP7-PEOPLE-2012-ITN-RADIOMI-316882]
- MRC
- Advion
- Royal Society Wolfson Research Merit Award
- Cancer Research UK [16466] Funding Source: researchfish
- Engineering and Physical Sciences Research Council [EP/L025604/1, 1250529] Funding Source: researchfish
- Medical Research Council [1580544] Funding Source: researchfish
- EPSRC [EP/L025604/1] Funding Source: UKRI
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We report that halogenophilic silver(I) triflate permits halogen exchange (halex) nucleophilic F-18-fluorination of aryl-OCHFCl, -OCF2Br and -SCF2Br precursors under mild conditions. This Ag-I-mediated process allows for the first time access to a range of F-18-labeled aryl-OCHF2, -OCF3 and -SCF3 derivatives, inclusive of [F-18]riluzole. The F-18-labeling of these medicinally important motifs expands the radiochemical space available for PET applications.
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