On the gold-catalyzed intramolecular 7-exo-trig hydroamination of allenes
Aniline derivatives with allene side tethers were tested as substrates for a gold-catalyzed 7-exo-trig hydroamination reaction. The nucleophilicity of the aniline derivatives plays an important role for the outcome of the reaction. While electron-deficient protecting groups at the nitrogen led to co...
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| Hauptverfasser: | , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
April 30, 2013
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| In: |
Advanced synthesis & catalysis
Year: 2013, Jahrgang: 355, Heft: 7, Pages: 1383-1393 |
| ISSN: | 1615-4169 |
| DOI: | 10.1002/adsc.201300154 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/adsc.201300154 Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201300154 
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| Verfasserangaben: | Daniel Pflästerer, Praphasiri Dolbundalchok, Shahid Rafique, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi |
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| 520 | |a Aniline derivatives with allene side tethers were tested as substrates for a gold-catalyzed 7-exo-trig hydroamination reaction. The nucleophilicity of the aniline derivatives plays an important role for the outcome of the reaction. While electron-deficient protecting groups at the nitrogen led to competing pathways like hydroarylation or an allene to diene isomerization, clean formation of the desired benzoxazepines was obtained with unprotected aniline derivatives. | ||
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