Au-Ag bimetallic catalysis: 3-alkynyl benzofurans from phenols via tandem C-H alkynylation/oxy-alkynylation
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 uni...
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| Main Authors: | , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
22 February 2021
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| In: |
Angewandte Chemie. International edition
Year: 2021, Volume: 60, Issue: 19, Pages: 10637-10642 |
| ISSN: | 1521-3773 |
| DOI: | https://doi.org/10.1002/anie.202016595 |
| Online Access: | Resolving-System, kostenfrei, Volltext: https://doi.org/https://doi.org/10.1002/anie.202016595 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202016595 
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| Author Notes: | Long Hu, Martin C. Dietl, Chunyu Han, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi |
| Summary: | 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. |
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| Item Description: | Gesehen am 21.04.2021 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3773 |
| DOI: | https://doi.org/10.1002/anie.202016595 |