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Fluorination of Alkenes and Alkynes for Preparing Alkyl Fluorides

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Fluorination

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

Introduction

Fluorination-based difunctionalization is a useful approach for the synthesis of organofluorides. With these methods, not only fluorine but also an additional functional group can be introduced into the organic molecules in one step reaction. Subsequently, the second functionality can be employed as a handle for additional transformations of the organofluorine compounds. This fluorination-based difunctionalization of alkenes provides an efficient way to alkyl fluorides, whereas the same reaction of alkynes, in most cases, affords the alkenyl fluorides, but in some cases, especially under the catalysis of gold, the alkyl fluorides are generated.

Tremendous progress has been made in fluorination-based difunctionalization of alkenes and alkynes with different fluorinating reagents, and thus the vast array of alkyl fluorides are accessible today. However, from mechanistic aspect, most of these reactions can be classified to following four types of mechanisms (Scheme 1): (a)...

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Authors and Affiliations

  1. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, 200032, Shanghai, China

    Guosheng Liu

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  1. Guosheng Liu
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Correspondence to Guosheng Liu .

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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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Liu, G. (2018). Fluorination of Alkenes and Alkynes for Preparing Alkyl Fluorides. In: Hu, J., Umemoto, T. (eds) Fluorination. Synthetic Organofluorine Chemistry. Springer, Singapore. https://doi.org/10.1007/978-981-10-1855-8_5-1

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  • DOI: https://doi.org/10.1007/978-981-10-1855-8_5-1

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