Convenient Entry to 18F-Labeled Amines through the Staudinger Reduction

E Johanna L Stéen, Vladimir Shalgunov, Christoph Denk, Hannes Mikula, Andreas Kjær, Jesper L Kristensen, Matthias M Herth

6 Citationer (Scopus)

Abstract

Fluorine-18 possesses outstanding decay characteristics for positron emission tomography (PET) imaging. Therefore, it is ideally suited for clinical applications. As such, improved strategies to incorporate fluorine-18 into bioactive molecules are of utmost importance. Indirect 18F-labeling with amino-functionalized synthons is a convenient and versatile approach to synthesize a broad variety of PET tracers. Herein, we report a method to convert 18F-labeled azides to primary amines by means of the Staudinger reduction. Aliphatic and aromatic 18F-labeled azides were converted into the corresponding amines with high conversion yields. The method was easily automated. From a broader perspective, the applied strategy results in two useful synthons from a single precursor and thus increases the flexibility to label diverse chemical scaffolds with minimal synthetic effort.

OriginalsprogEngelsk
TidsskriftEuropean Journal of Organic Chemistry
Vol/bind2019
Udgave nummer8
Sider (fra-til)1722-1725
Antal sider4
ISSN1434-193X
DOI
StatusUdgivet - 28 feb. 2019

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