Fluorinated Aryl Boronates as Building Blocks in Organic Synthesis

Organoboron compounds are well known building blocks for many organic reactions. However, under basic conditions, polyfluorinated aryl boronic acid derivatives suffer from instability issues that are accelerated in compounds containing an ortho‐fluorine group, which result in the formation of the co...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 363; no. 9; pp. 2224 - 2255
Main Authors Budiman, Yudha P., Westcott, Stephen A., Radius, Udo, Marder, Todd B.
Format Journal Article
LanguageEnglish
Published Heidelberg Wiley Subscription Services, Inc 27.04.2021
Subjects
Aromatic compounds
boron reagents
boronates
Chemical reactions
Cross coupling
Fluorination
Fluorine
fluoroarene
homogeneous catalysis
Organoboron compounds
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Summary:Organoboron compounds are well known building blocks for many organic reactions. However, under basic conditions, polyfluorinated aryl boronic acid derivatives suffer from instability issues that are accelerated in compounds containing an ortho‐fluorine group, which result in the formation of the corresponding protodeboronation products. Therefore, a considerable amount of research has focused on novel methodologies to synthesize these valuable compounds while avoiding the protodeboronation issue. This review summarizes the latest developments in the synthesis of fluorinated aryl boronic acid derivatives and their applications in cross‐coupling reactions and other transformations.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202001291