Efficient DBU accelerated synthesis of 18F-labelled trifluoroacetamides

Antonio Bermejo Gómez; Miguel A. Cortés González; Marvin Lübcke; Magnus J. Johansson; Christer Halldin; Kálmán J. Szabó; Magnus Schou

doi:10.1039/C6CC08535K

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Efficient DBU accelerated synthesis of ¹⁸F-labelled trifluoroacetamides†

Antonio Bermejo Gómez,

^abc Miguel A. Cortés González,

^bc Marvin Lübcke,^bc Magnus J. Johansson,^d Christer Halldin,^ce Kálmán J. Szabó*^bc and Magnus Schou*^ace

Author affiliations

* Corresponding authors

^a AstraZeneca Personalised Healthcare and Biomarkers, PET Centre at Karolinska Institutet, Karolinska Universitetssjukhuset Solna, R5:02, SE-171 76 Stockholm, Sweden
E-mail: Magnus.Schou@astrazeneca.com

^b Department of Organic Chemistry, Stockholm University, Arrhenius Laboratory, SE-106 91 Stockholm, Sweden

^c Stockholm Brain Institute, Karolinska Institutet, SE-171 77 Stockholm, Sweden

^d CVMD iMed, Medicinal Chemistry AstraZeneca R&D, Mölndal, SE-431 83, Sweden

^e Department of Clinical Neuroscience, Karolinska Institutet, S-17176 Stockholm, Sweden

Abstract

Nucleophilic ¹⁸F-fluorination of bromodifluoromethyl derivatives was performed using [¹⁸F]Bu₄NF in the presence of DBU (1,8-diazabicyclo[5.4.0]undec-7-ene). This novel procedure provided a diverse set of [¹⁸F]trifluoroacetamides in good to excellent radiochemical conversions. A mechanism where DBU acts as organomediator in this transformation is proposed.

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Article information

DOI: https://doi.org/10.1039/C6CC08535K
Article type: Communication
Submitted: 23 Oct 2016
Accepted: 09 Nov 2016
First published: 10 Nov 2016
This article is Open Access

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Chem. Commun., 2016,52, 13963-13966

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Efficient DBU accelerated synthesis of ¹⁸F-labelled trifluoroacetamides

A. B. Gómez, M. A. Cortés González, M. Lübcke, M. J. Johansson, C. Halldin, K. J. Szabó and M. Schou, Chem. Commun., 2016, 52, 13963 DOI: 10.1039/C6CC08535K

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