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

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Convenient Entry to 18 F-Labeled Amines through the Staudinger Reduction. / Stéen, E. Johanna L.; Shalgunov, Vladimir; Denk, Christoph; Mikula, Hannes; Kjær, Andreas; Kristensen, Jesper L.; Herth, Matthias M.

In: European Journal of Organic Chemistry, Vol. 2019, No. 8, 2019, p. 1722-1725.

Research output: Contribution to journalJournal articleResearchpeer-review

Harvard

Stéen, EJL, Shalgunov, V, Denk, C, Mikula, H, Kjær, A, Kristensen, JL & Herth, MM 2019, 'Convenient Entry to 18 F-Labeled Amines through the Staudinger Reduction', European Journal of Organic Chemistry, vol. 2019, no. 8, pp. 1722-1725. https://doi.org/10.1002/ejoc.201801457

APA

Stéen, E. J. L., Shalgunov, V., Denk, C., Mikula, H., Kjær, A., Kristensen, J. L., & Herth, M. M. (2019). Convenient Entry to 18 F-Labeled Amines through the Staudinger Reduction. European Journal of Organic Chemistry, 2019(8), 1722-1725. https://doi.org/10.1002/ejoc.201801457

Vancouver

Stéen EJL, Shalgunov V, Denk C, Mikula H, Kjær A, Kristensen JL et al. Convenient Entry to 18 F-Labeled Amines through the Staudinger Reduction. European Journal of Organic Chemistry. 2019;2019(8):1722-1725. https://doi.org/10.1002/ejoc.201801457

Author

Stéen, E. Johanna L. ; Shalgunov, Vladimir ; Denk, Christoph ; Mikula, Hannes ; Kjær, Andreas ; Kristensen, Jesper L. ; Herth, Matthias M. / Convenient Entry to 18 F-Labeled Amines through the Staudinger Reduction. In: European Journal of Organic Chemistry. 2019 ; Vol. 2019, No. 8. pp. 1722-1725.

Bibtex

@article{5de3cb621f0e4b34a2f0fb61b61f38f7,
title = "Convenient Entry to 18 F-Labeled Amines through the Staudinger Reduction",
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 18 F-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 18 F-labeled azides to primary amines by means of the Staudinger reduction. Aliphatic and aromatic 18 F-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.",
keywords = "Amines, Azides, Fluorine, Radiochemistry, Reduction",
author = "St{\'e}en, {E. Johanna L.} and Vladimir Shalgunov and Christoph Denk and Hannes Mikula and Andreas Kj{\ae}r and Kristensen, {Jesper L.} and Herth, {Matthias M.}",
year = "2019",
doi = "10.1002/ejoc.201801457",
language = "English",
volume = "2019",
pages = "1722--1725",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "Wiley - V C H Verlag GmbH & Co. KGaA",
number = "8",

}

RIS

TY - JOUR

T1 - Convenient Entry to 18 F-Labeled Amines through the Staudinger Reduction

AU - Stéen, E. Johanna L.

AU - Shalgunov, Vladimir

AU - Denk, Christoph

AU - Mikula, Hannes

AU - Kjær, Andreas

AU - Kristensen, Jesper L.

AU - Herth, Matthias M.

PY - 2019

Y1 - 2019

N2 - 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 18 F-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 18 F-labeled azides to primary amines by means of the Staudinger reduction. Aliphatic and aromatic 18 F-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.

AB - 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 18 F-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 18 F-labeled azides to primary amines by means of the Staudinger reduction. Aliphatic and aromatic 18 F-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.

KW - Amines

KW - Azides

KW - Fluorine

KW - Radiochemistry

KW - Reduction

U2 - 10.1002/ejoc.201801457

DO - 10.1002/ejoc.201801457

M3 - Journal article

C2 - 31007573

AN - SCOPUS:85060555182

VL - 2019

SP - 1722

EP - 1725

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

IS - 8

ER -

ID: 214298045