Rhodium-mediated 18F-oxyfluorination of diazoketones using a fluorine-18-containing hypervalent iodine reagent

Miguel A. Cortés González; Xingguo Jiang; Patrik Nordeman; Gunnar Antoni; Kálmán J. Szabó

doi:10.1039/C9CC06905D

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Rhodium-mediated ¹⁸F-oxyfluorination of diazoketones using a fluorine-18-containing hypervalent iodine reagent†

Miguel A. Cortés González,

^a Xingguo Jiang,^a Patrik Nordeman,^b Gunnar Antoni^b and Kálmán J. Szabó

*^a

Author affiliations

* Corresponding authors

^a Department of Organic Chemistry, Stockholm University, Sweden
E-mail: kalman.j.szabo@su.se
Web: http://www.organ.su.se/ks/

^b Department of Medicinal Chemistry, Uppsala University, Sweden

Abstract

Geminal ¹⁸F-oxyfluorination of diazoketones was performed in the presence of rhodium mediators. The reactions were performed using a hypervalent iodine-based [¹⁸F]fluoro-benziodoxole reagent. By this methodology various α-[¹⁸F]fluoro ethers were obtained in high radiochemical yield (up to 98%) and molar activity (216 GBq μmol⁻¹).

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Article information

DOI: https://doi.org/10.1039/C9CC06905D
Article type: Communication
Submitted: 04 Sep 2019
Accepted: 10 Oct 2019
First published: 11 Oct 2019
This article is Open Access

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Chem. Commun., 2019,55, 13358-13361

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Rhodium-mediated ¹⁸F-oxyfluorination of diazoketones using a fluorine-18-containing hypervalent iodine reagent

M. A. Cortés González, X. Jiang, P. Nordeman, G. Antoni and K. J. Szabó, Chem. Commun., 2019, 55, 13358 DOI: 10.1039/C9CC06905D

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