Copper-Mediated Radiofluorination of Arylstannanes with [18F]KF

Org Lett. 2016 Oct 21;18(20):5440-5443. doi: 10.1021/acs.orglett.6b02911. Epub 2016 Oct 10.

Abstract

A copper-mediated nucleophilic radiofluorination of aryl- and vinylstannanes with [18F]KF is described. This method is fast, uses commercially available reagents, and is compatible with both electron-rich and electron-deficient arene substrates. This method has been applied to the manual synthesis of a variety of clinically relevant radiotracers including protected [18F]F-phenylalanine and [18F]F-DOPA. In addition, an automated synthesis of [18F]MPPF is demonstrated that delivers a clinically validated dose of 200 ± 20 mCi with a high specific activity of 2400 ± 900 Ci/mmol.