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Hu, Long; Dietl, Martin C.; Han, Chunyu; Rudolph, Matthias; Rominger, Frank; Hashmi, A. Stephen K.

Au–Ag Bimetallic Catalysis: 3‐Alkynyl Benzofurans from Phenols via Tandem C−H Alkynylation/Oxy‐Alkynylation

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  • Medientyp: E-Artikel
  • Titel: Au–Ag Bimetallic Catalysis: 3‐Alkynyl Benzofurans from Phenols via Tandem C−H Alkynylation/Oxy‐Alkynylation
  • Beteiligte: Hu, Long; Dietl, Martin C.; Han, Chunyu; Rudolph, Matthias; Rominger, Frank; Hashmi, A. Stephen K.
  • Erschienen: Wiley, 2021
  • Erschienen in: Angewandte Chemie International Edition, 60 (2021) 19, Seite 10637-10642
  • Sprache: Englisch
  • DOI: 10.1002/anie.202016595
  • ISSN: 1433-7851; 1521-3773
  • Entstehung:
  • Anmerkungen:
  • Beschreibung: AbstractThe 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.