Au-Ag bimetallic catalysis

• Verfasst von: Hu, Long [VerfasserIn]
• Verfasst von: Dietl, Martin C. [VerfasserIn]
• Verfasst von: Han, Chunyu [VerfasserIn]
• Verfasst von: Rudolph, Matthias [VerfasserIn]
• Verfasst von: Rominger, Frank [VerfasserIn]
• Verfasst von: Hashmi, A. Stephen K. [VerfasserIn]
• Titel: Au-Ag bimetallic catalysis
• Titelzusatz: 3-alkynyl benzofurans from phenols via tandem C-H alkynylation/oxy-alkynylation
• Verf.angabe: Long Hu, Martin C. Dietl, Chunyu Han, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
• E-Jahr: 2021
• Jahr: 22 February 2021
• Umfang: 6 S.
• Fussnoten: Gesehen am 21.04.2021
• Titel Quelle: Enthalten in: Angewandte Chemie. International edition
• Ort Quelle: Weinheim : Wiley-VCH, 1998
• Jahr Quelle: 2021
• Band/Heft Quelle: 60(2021), 19 vom: Mai, Seite 10637-10642
• ISSN Quelle: 1521-3773
• DOI: doi:10.1002/anie.202016595
• Datenträger: Online-Ressource
• Sprache: eng
• Sach-SW: Alkynylation
• Sach-SW: Au-Ag bimetallic catalysis
• Sach-SW: Benzofurans
• Sach-SW: Phenols
• K10plus-PPN: 1755587570
• K10plus-PPN:
  Universitätsbibliothek
• Lokale URL UB: Zum Volltext

Abstract

The development of new methodologies enabling a facile access to valuable heterocyclic frameworks still is an important subject of research. In this context, we describe a dual catalytic cycle merging C−H alkynylation of phenols and oxy-alkynylation of the newly introduced triple bond by using a unique redox property and the carbophilic π acidity of gold. Mechanistic studies support the participation of a bimetallic gold-silver species. The one-pot protocol offers a direct, simple, and regio-specific approach to 3-alkynyl benzofurans from readily available phenols. A broad range of substrates, including heterocycles, is transferred with excellent functional group tolerance. Thus, this methodology can be used for the late-stage incorporation of benzofurans.