Gold-catalyzed highly selective photoredox C(sp2)-H difluoroalkylation and perfluoroalkylation of hydrazones
The first gold-catalyzed photoredox C(sp2)-H difluoroalkylation and perfluoroalkylation of hydrazones with readily available RF-Br reagents is reported. The resulting gem-difluoromethylated and perfluoroalkylated hydrazones are highly functionalized, versatile molecules. A mild reduction of the coup...
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| Hauptverfasser: | , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
21 January 2016
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| In: |
Angewandte Chemie. International edition
Year: 2016, Jahrgang: 55, Heft: 8, Pages: 2934-2938 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.201508622 |
| Online-Zugang: | Verlag, Volltext: http://dx.doi.org/10.1002/anie.201508622 Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/anie.201508622/abstract 
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| Verfasserangaben: | Jin Xie, Tuo Zhang, Fei Chen, Nina Mehrkens, Frank Rominger, Matthias Rudolph, A. Stephen K. Hashmi |
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| 520 | |a The first gold-catalyzed photoredox C(sp2)-H difluoroalkylation and perfluoroalkylation of hydrazones with readily available RF-Br reagents is reported. The resulting gem-difluoromethylated and perfluoroalkylated hydrazones are highly functionalized, versatile molecules. A mild reduction of the coupling products can efficiently produce gem-difluoromethylated β-amino phosphonic acids and β-amino acid derivatives. In mechanistic studies, a difluoroalkyl radical intermediate was detected by an EPR spin-trapping experiment, indicating that a gold-catalyzed radical pathway is operating. | ||
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| 650 | 4 | |a fluorine | |
| 650 | 4 | |a gold catalysis | |
| 650 | 4 | |a photocatalysis | |
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