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Fluorination pp 1–10Cite as

Ar-SF 4 Cl Deoxofluorination

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

Introduction

Eccentric properties of fluorine such as highest electronegativity and smallest atomic radius after the hydrogen atom make the fluorine atom a pivotal element in biological and material applications. A variety of methods now exist for introducing fluorine into organic molecules [1, 2, 6,7,8, 11, 28,29,30, 36, 43, 44]. Among them, deoxo- and dethioxo fluorination methods involving the direct replacement of oxygen and/or sulfur moieties in substrates with fluorine are one of the most effective approaches for the selective synthesis of organofluorine compounds. Various reagents such as SF4 [14], DAST (diethylaminosulfur trifluoride) [26], Deoxo-Fluor [bis(2-methoxyethyl)aminosulfur trifluoride] [3], DFI (2,2-difluoro-1,3-dimethylimidazolidine) [15], DFMBA (N,N-diethyl-α,α-difluoro-m-methylbenzylamine) [22], TFFH (fluoro-N,N,N′,N′-tetramethylformamidinium hexafluorophosphate) [9], PhenoFluor [1,3-bis(2,6-diisopropylphenyl)-2,2-difluoro-2,3-dihydro-1H-imidazole] [38], CpFluors...

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Author information

Authors and Affiliations

  1. Department of Nanopharmaceutical Sciences, Department of Life Science and Applied Chemistry, Nagoya Institute of Technology, 466-8555, Gokiso, Showa-ku, Nagoya, Japan

    Benqiang Cui & Norio Shibata

Authors
  1. Benqiang Cui
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  2. Norio Shibata
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Correspondence to Norio Shibata .

Editor information

Editors and Affiliations

  1. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China

    Jinbo Hu

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

    Teruo Umemoto

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Cui, B., Shibata, N. (2018). Ar-SF 4 Cl Deoxofluorination. In: Hu, J., Umemoto, T. (eds) Fluorination. Synthetic Organofluorine Chemistry. Springer, Singapore. https://doi.org/10.1007/978-981-10-1855-8_18-1

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  • DOI: https://doi.org/10.1007/978-981-10-1855-8_18-1

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  • Print ISBN: 978-981-10-1855-8

  • Online ISBN: 978-981-10-1855-8

  • eBook Packages: Springer Reference Chemistry and Mat. ScienceReference Module Physical and Materials ScienceReference Module Chemistry, Materials and Physics

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Chapter history

  1. Latest

    Cl Deoxofluorination
    Published:
    01 June 2020

    DOI: https://doi.org/10.1007/978-981-10-1855-8_18-2

  2. Original

    Ar-SF 4 Cl Deoxofluorination
    Published:
    29 September 2017

    DOI: https://doi.org/10.1007/978-981-10-1855-8_18-1

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