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Copper‐Mediated Aminoquinoline‐Directed Radiofluorination of Aromatic C−H Bonds with K18F

dc.contributor.authorLee, So Jeong
dc.contributor.authorMakaravage, Katarina J.
dc.contributor.authorBrooks, Allen F.
dc.contributor.authorScott, Peter J. H.
dc.contributor.authorSanford, Melanie S.
dc.date.accessioned2019-03-11T15:34:48Z
dc.date.available2020-05-01T18:03:25Zen
dc.date.issued2019-03-04
dc.identifier.citationLee, So Jeong; Makaravage, Katarina J.; Brooks, Allen F.; Scott, Peter J. H.; Sanford, Melanie S. (2019). "Copper‐Mediated Aminoquinoline‐Directed Radiofluorination of Aromatic C−H Bonds with K18F." Angewandte Chemie International Edition 58(10): 3119-3122.
dc.identifier.issn1433-7851
dc.identifier.issn1521-3773
dc.identifier.urihttps://hdl.handle.net/2027.42/148216
dc.description.abstractA Cu‐mediated ortho‐C−H radiofluorination of aromatic carboxylic acids that are protected as 8‐aminoquinoline benzamides is described. The method uses K18F and is compatible with a wide range of functional groups. The reaction is showcased in the high specific activity automated synthesis of the RARβ2 agonist [18F]AC261066.Late‐stage fluorination: K18F is applied in a newly developed Cu‐mediated ortho‐C(sp2)−H radiofluorination of aromatic carboxylic acids that are protected as 8‐aminoquinoline benzamides. Fluorination of 18 examples in up to 62 % radiochemical yield and high specific activity is reported, including the automated synthesis of [18F]AC261066.
dc.publisherWiley Periodicals, Inc.
dc.subject.otherC−H fluorination
dc.subject.otherlate-stage fluorination
dc.subject.otherfluorine-18
dc.subject.otherC−H functionalization
dc.subject.otherPET radiochemistry
dc.titleCopper‐Mediated Aminoquinoline‐Directed Radiofluorination of Aromatic C−H Bonds with K18F
dc.typeArticle
dc.rights.robotsIndexNoFollow
dc.subject.hlbsecondlevelChemistry
dc.subject.hlbtoplevelScience
dc.description.peerreviewedPeer Reviewed
dc.description.bitstreamurlhttps://deepblue.lib.umich.edu/bitstream/2027.42/148216/1/anie201812701_am.pdf
dc.description.bitstreamurlhttps://deepblue.lib.umich.edu/bitstream/2027.42/148216/2/anie201812701-sup-0001-misc_information.pdf
dc.description.bitstreamurlhttps://deepblue.lib.umich.edu/bitstream/2027.42/148216/3/anie201812701.pdf
dc.identifier.doi10.1002/anie.201812701
dc.identifier.sourceAngewandte Chemie International Edition
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dc.owningcollnameInterdisciplinary and Peer-Reviewed


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