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2020 | OriginalPaper | Chapter

SelectFluor and Its Analogs’ Fluorination for Preparing Alkenyl Fluorides

Authors : Francisco de Azambuja, Ryan A. Altman

Published in: Fluorination

Publisher: Springer Singapore

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The development of N-based electrophilic sources of fluorine was a milestone in the field of electrophilic fluorination. Relative to O-based reagents, these compounds presented greater chemical stability while conserving the key electrophilic reactivity, thus improving the ease of manipulation, safety, and also the scope of transformations. Chronologically, N-fluorobenzenesulfonimide (NFSI) appeared first [5] and later 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF₄ or Selectfluor®) [1]. Nonetheless, both became gold-standard electrophilic fluorination reagents that were widely exploited over the subsequent decades. Today, both reagents are employed at the forefront of synthetic organic chemistry on a daily basis, being used for novel reactions and methods. In this the use of SelectFluor as an as electrophilic source of fluorine to build fluorinated alkenes without the assistance of transition-metal catalysts is presented to provide the reader with critical insight about this underexplored area. …

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previous chapter Selectfluor and Its Analogs’ Electrophilic Fluorination for Preparing Alkyl Fluorides

next chapter SelectFluor and Its Analogs’ Fluorination for Preparing Aryl Fluorides

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Title: SelectFluor and Its Analogs’ Fluorination for Preparing Alkenyl Fluorides
Authors: Francisco de Azambuja
Ryan A. Altman
Publisher: Springer Singapore
Book: Fluorination
Print ISBN: 978-981-10-3895-2

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

Copyright Year: 2020
DOI: https://doi.org/10.1007/978-981-10-3896-9_19

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