Copper‐Mediated Aminoquinoline‐Directed Radiofluorination of Aromatic C−H Bonds with K 18 F

Lee, So Jeong; Makaravage, Katarina J.; Brooks, Allen F.; Scott, Peter J. H.; Sanford, Melanie S.

doi:10.1002/anie.201812701

Title: Copper‐Mediated Aminoquinoline‐Directed Radiofluorination of Aromatic C−H Bonds with K ¹⁸ F

Journal Article · 17 January 2019 · Angewandte Chemie (International Edition)

DOI: https://doi.org/10.1002/anie.201812701 · OSTI ID:1491271

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Department of Radiology University of Michigan 1301 Catherine St Ann Arbor MI 48109 USA
Department of Chemistry The University of Michigan 930 North University Ave Ann Arbor MI 48109 USA

Abstract A Cu‐mediated ortho ‐C−H radiofluorination of aromatic carboxylic acids that are protected as 8‐aminoquinoline benzamides is described. The method uses K ¹⁸ F 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 [ ¹⁸ F]AC261066.

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Sponsoring Organization:: USDOE

Grant/Contract Number:: SC0012484

OSTI ID:: 1491271

Journal Information:: Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Journal Issue: 10 Vol. 58; ISSN 1433-7851

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Germany

Language:: English

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Title: Copper‐Mediated Aminoquinoline‐Directed Radiofluorination of Aromatic C−H Bonds with K ¹⁸ F