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2020 | OriginalPaper | Buchkapitel

NFSI and Its Analogs’ Electrophilic Fluorination for Preparing Alkyl Fluorides

verfasst von : Guangwei Wang, Jun-An Ma

Erschienen in: Fluorination

Verlag: Springer Singapore

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Electrophilic fluorination provides one of the most powerful and efficient methods for the synthesis of organofluorine compounds. Although molecular fluorine and oxygen-fluorine compounds can be used in the electrophilic fluorination reactions, these reagents are poorly selective and difficult to handle because of their high toxicity and explosive nature. From the late 1980s, various N-fluoro compounds, which have proven to be the most economical, stable, mild, and safe electrophilic fluorinating agents, have been developed and widely used in organic synthesis [1]. Two classes of N-fluoro reagents are known: neutral N-F reagents (R₂N-F) and quaternary ammonium N-F reagents (R₃NF⁺X⁻). Here we will focus on typical neutral electrophilic N-F reagents, including N-fluoro-benzenesulfonimide (NFSI), N-fluoro-o-benzenedisulfonimide (NFOBS), N-fluoro-camphorsultam (N-F-sultam), and N-fluoro-binaphthyldisulfonimide (N-F-BINAS) (Fig. 1). These reagents are a series of readily available, nonhygroscopic, easy-to-handle, and stable crystalline solids that are soluble in many common solvents. …

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Vorheriges Kapitel Hypervalent Iodine Fluorination for Preparing Alkyl Fluorides (Stoichiometrically and Catalytically)

Nächstes Kapitel NFSI and Its Analogs’ Fluorination for Preparing Alkenyl Fluorides

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Titel: NFSI and Its Analogs’ Electrophilic Fluorination for Preparing Alkyl Fluorides
verfasst von: Guangwei Wang
Jun-An Ma
Verlag: Springer Singapore
Buch: Fluorination
Print ISBN: 978-981-10-3895-2

Electronic ISBN: 978-981-10-3896-9

Copyright-Jahr: 2020
DOI: https://doi.org/10.1007/978-981-10-3896-9_6

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