Aryl Trifluoroborates in Suzuki-Miyaura Coupling: The Roles of Endogenous Aryl Boronic Acid and Fluoride

Undercover agents: The biaryl coupling of an aryltrifluoroborate with an aryl bromide involves in situ hydrolysis of the boron reagent. The hydrolysis products are key components in ensuring that the reaction proceeds with high efficiency and avoids the extensive generation of undesired phenolic and...

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Published inAngewandte Chemie (International ed.) Vol. 49; no. 30; pp. 5156 - 5160
Main Authors Butters, Mike, Harvey, Jeremy N, Jover, Jesus, Lennox, Alastair J.J, Lloyd-Jones, Guy C, Murray, Paul M
Format Journal Article
LanguageEnglish
Published Weinheim Wiley-VCH Verlag 12.07.2010
WILEY-VCH Verlag
WILEY‐VCH Verlag
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Summary:Undercover agents: The biaryl coupling of an aryltrifluoroborate with an aryl bromide involves in situ hydrolysis of the boron reagent. The hydrolysis products are key components in ensuring that the reaction proceeds with high efficiency and avoids the extensive generation of undesired phenolic and homocoupling side products.
Bibliography:http://dx.doi.org/10.1002/anie.201001522
ArticleID:ANIE201001522
ark:/67375/WNG-MHQBGW3Q-6
istex:4A0C6227C84CC6E35F409CC1496284F80DECBE21
We thank AstraZeneca PR&D for generous funding. G.C.L.J. is a Royal Society Wolfson Research Merit Award Holder.
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201001522