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

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

Chem Commun (Camb). 2019 Nov 18;55(89):13358-13361. doi: 10.1039/c9cc06905d. Epub 2019 Oct 18.

Authors

Miguel A Cortés González¹, Xingguo Jiang¹, Patrik Nordeman², Gunnar Antoni², Kálmán J Szabó¹

Affiliations

¹ Department of Organic Chemistry, Stockholm University, SE-106 91, Sweden. kalman.j.szabo@su.se.
² Department of Medicinal Chemistry, Uppsala University, SE-751 23, Sweden.

PMID: 31625541
DOI: 10.1039/c9cc06905d

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).