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Fluorinated Aryl Boronates as Building Blocks in Organic Synthesis

Yudha P. Budiman, Stephen A. Westcott, Udo Radius, Todd B. Marder

2020Advanced Synthesis & Catalysis67 citationsDOIOpen Access PDF

Abstract

Abstract 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. magnified image

Topics & Concepts

ChemistryArylBoronic acidOrganic synthesisCombinatorial chemistryOrganic chemistrySuzuki reactionFluorineCatalysisAlkylOrganoboron and organosilicon chemistryFluorine in Organic ChemistryCatalytic Cross-Coupling Reactions