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Fluorination pp 1–8Cite as

α,α-Difluorobenzylamines Deoxofluorination

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

Introduction

α,α-Difluorobenzylamines are an important class of “N-CF2R” type deoxofluorination reagents. Among various α,α-difluorobenzylamines with different substitution groups, α,α-difluorobenzyl(dimethyl)amine (DBDA) was first used for the deoxofluorination of simple alcohols and carboxylic acids [1]. However, the deoxofluorination property of DBDA has not been systematically studied, and the thermal stability of DBDA was also not shown. In 2004, N,N-Diethyl-α,α-difluoro(meta-methylbenzyl)amine (DFMBA) was first reported as a deoxofluorination reagent by Hara and coworkers [2]. In the next few years, the deoxofluorination property of DFMBA was well studied. DFMBA is a commercially available colorless liquid with boiling point of 81–83 °C/4 mmHg. Accelerating rate calorimetry analysis (ARC) showed that it is stable at temperatures up to 180 °C and decomposes gradually at 210 °C [3]. However, DFMBA can be destroyed gradually by moisture in air; thus, it must be stored in the...

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Authors 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

    Lingchun Li & Jinbo Hu

Authors
  1. Lingchun Li
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  2. Jinbo Hu
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Correspondence to Jinbo Hu .

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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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Li, L., Hu, J. (2019). α,α-Difluorobenzylamines Deoxofluorination. In: Hu, J., Umemoto, T. (eds) Fluorination. Synthetic Organofluorine Chemistry. Springer, Singapore. https://doi.org/10.1007/978-981-10-1855-8_49-1

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  • DOI: https://doi.org/10.1007/978-981-10-1855-8_49-1

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  • Publisher Name: Springer, Singapore

  • 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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