Metal-free oxidative cyclization of alkynyl aryl ethers to benzofuranones
Readily available phenols can be converted into substituted aryl alkynyl ethers, which react with an N-oxide as an oxidant and catalytic amounts of a Brønsted acid to provide benzofuranones. If non-terminal alkynyl ethers are applied, a 1,2-hydride shift takes place and phenyl acrylates are obtained...
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| Hauptverfasser: | , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
October 7, 2013
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| In: |
Angewandte Chemie. International edition
Year: 2013, Jahrgang: 52, Heft: 48, Pages: 12727-12731 |
| ISSN: | 1521-3773 |
| DOI: | https://doi.org/10.1002/anie.201304813 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/https://doi.org/10.1002/anie.201304813 Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201304813 |
| Verfasserangaben: | Katharina Graf, Carmen L. Rühl, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi |
| Zusammenfassung: | Readily available phenols can be converted into substituted aryl alkynyl ethers, which react with an N-oxide as an oxidant and catalytic amounts of a Brønsted acid to provide benzofuranones. If non-terminal alkynyl ethers are applied, a 1,2-hydride shift takes place and phenyl acrylates are obtained. Thus activated alkynes can serve as α-oxy carbene precursors even in the absence of a metal catalyst. |
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| Beschreibung: | Gesehen am 24.02.2020 |
| Beschreibung: | Online Resource |
| ISSN: | 1521-3773 |
| DOI: | https://doi.org/10.1002/anie.201304813 |