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Silver-Mediated Fluorination for Preparing Aryl Fluorides

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Fluorination

Part of the book series: Synthetic Organofluorine Chemistry ((SYOC))

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Introduction

Aryl fluorides display unique chemical, physical, and pharmaceutical properties such as increased metabolic stability, solubility, and bioavailability [1, 2]. Functionalized aryl fluorides are wildly used in the fields of materials [3, 4], pharmaceuticals [5, 6], agrochemicals [7, 8], and position emission tomography (PET) [9, 10]. Although many researches have been done, the formation of aromatic C–F bond is still more challenging compared to the formation of other carbon–halogen bond [9, 11, 12]. Traditional methods to construct aryl fluorides such as nucleophilic aromatic substitution and Balz-Schiemann reaction often require harsh reaction conditions and are limited to narrow substrate scopes. In nucleophilic aromatic substitution, only electron-deficient aromatics can give good to well yields. And the tetrafluoroborate salts used in Balz-Schiemann are potentially explosive species and not easy to be prepared in mild conditions [13, 14, 15].

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Author information

Authors and Affiliations

  1. State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, China

    Peng Xu & Tang Pingping

  2. Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, China

    Tang Pingping

Authors
  1. Peng Xu
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  2. Tang Pingping
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Corresponding author

Correspondence to Tang Pingping .

Editor information

Editors and Affiliations

  1. Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai, China

    Jinbo Hu

  2. Zhejiang Jiuzhou Pharmaceutical Co., Ltd, R&D Center, Taizhou, China

    Teruo Umemoto

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Xu, P., Pingping, T. (2020). Silver-Mediated Fluorination for Preparing Aryl Fluorides. In: Hu, J., Umemoto, T. (eds) Fluorination. Synthetic Organofluorine Chemistry. Springer, Singapore. https://doi.org/10.1007/978-981-10-3896-9_9

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