Send to

Choose Destination
European J Org Chem. 2019 Feb 28;2019(8):1722-1725. doi: 10.1002/ejoc.201801457. Epub 2019 Jan 22.

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

Author information

Department of Drug Design and Pharmacology University of Copenhagen Universitetsparken 2 DK-2100 Copenhagen Denmark.
Department of Clinical Physiology Nuclear Medicine and PET University Hospital Copenhagen Copenhagen Denmark.
Institute of Applied Synthetic Chemistry Technische Universität Wien Vienna Austria.
Cluster for Molecular Imaging Department of Biomedical Sciences University of Copenhagen Copenhagen Denmark.


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.


Amines; Azides; Fluorine; Radiochemistry; Reduction

Supplemental Content

Full text links

Icon for PubMed Central
Loading ...
Support Center