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Metal-free oxidative fluorination of phenols with [¹⁸F]fluoride

Lookup NU author(s): Dr Matt HopkinsonORCiD

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Abstract

The radiochemical synthesis of [18F]4-fluorophenols is based on phenol umpolung under oxidative conditions and direct nucleophilic fluorination with [18F]fluoride (see scheme, TBAF=tetra-n-butylammonium fluoride, TFA=trifluoroacetic acid). Readily available O-unprotected 4-tert-butyl phenols are used as precursors in this one-pot protocol. The reaction is completed in less than 30 minutes at room temperature and can be performed using standard or microfluidic technology. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Publication metadata

Author(s): Gao Z, Lim YH, Tredwell M, Li L, Verhoog S, Hopkinson M, Kaluza W, Collier TL, Passchier J, Huiban M, Gouverneur V

Publication type: Article

Publication status: Published

Journal: Angewandte Chemie - International Edition

Year: 2012

Volume: 51

Issue: 27

Pages: 6733-6737

Print publication date: 02/07/2012

Online publication date: 25/05/2012

ISSN (print): 1433-7851

ISSN (electronic): 1521-3773

Publisher: Wiley

URL: https://doi.org/10.1002/anie.201201502

DOI: 10.1002/anie.201201502

PubMed id: 22639017

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