Gold-catalyzed cyclisation by 1,4-dioxidation
Amide-substituted diynes were cyclized in the presence of a cationic gold catalyst and an external nucleophile leading to 1-indenones and 1-iminoindenones. The electron-donating features of the nitrogen atom enable the formation of a reactive ketene iminium ion, which can be trapped by either diphen...
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| Hauptverfasser: | , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
04 March 2019
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| In: |
Chemistry - a European journal
Year: 2019, Jahrgang: 25, Heft: 40, Pages: 9385-9389 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201900996 |
| Online-Zugang: | Resolving-System, Volltext: https://doi.org/10.1002/chem.201900996 Verlag: https://www.onlinelibrary.wiley.com/doi/abs/10.1002/chem.201900996 |
| Verfasserangaben: | Vanessa Claus, Lise Molinari, Simon Büllmann, Jean Thusek, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi |
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| 520 | |a Amide-substituted diynes were cyclized in the presence of a cationic gold catalyst and an external nucleophile leading to 1-indenones and 1-iminoindenones. The electron-donating features of the nitrogen atom enable the formation of a reactive ketene iminium ion, which can be trapped by either diphenyl sulfoxide or anthranil as nucleophiles in a subsequent oxidation step, providing substituted inden-1-on-3-carboxamides. | ||
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