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Gold-catalyzed direct oxidative arylation with boron coupling partners


Hofer, Manuel; Genoux, Alexandre; Kumar, Roopender; Nevado, Cristina (2016). Gold-catalyzed direct oxidative arylation with boron coupling partners. Angewandte Chemie Internationale Edition, 56(4):1021-1025.

Abstract

An efficient synthesis of biaryls through a gold-catalyzed oxidative cross-coupling of arenes with strong electron-deprived aryl boronates is presented herein. Regio- and chemocontrol are achieved by the selective activation of these coupling partners by gold at different oxidation states. Under reaction conditions devoid of basic additives or directing groups, the role of acetato ligand as an internal base has been revealed as a key parameter for expanding the reaction scope in these transformations.

Abstract

An efficient synthesis of biaryls through a gold-catalyzed oxidative cross-coupling of arenes with strong electron-deprived aryl boronates is presented herein. Regio- and chemocontrol are achieved by the selective activation of these coupling partners by gold at different oxidation states. Under reaction conditions devoid of basic additives or directing groups, the role of acetato ligand as an internal base has been revealed as a key parameter for expanding the reaction scope in these transformations.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:21 December 2016
Deposited On:10 Feb 2017 13:38
Last Modified:26 Mar 2017 05:38
Publisher:Wiley-VCH Verlag
ISSN:1433-7851
Funders:European Research Council, Swiss National Science Foundation
Publisher DOI:https://doi.org/10.1002/anie.201610457
PubMed ID:28000976

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