Photoredox-controlled mono- and di-multifluoroarylation of C(sp3)-H bonds with aryl fluorides
A controllable mono- and di-multifluoroarylation of acyclic and cyclic N-aryl amines with aryl fluorides by photocatalyzed dual C(sp3)−H/C(sp2)−F functionalization has been developed, providing new access to a wide array of valuable α-fluoroarylated amines. In addition, the one-pot consecutive heter...
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| Hauptverfasser: | , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
17 May 2017
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| In: |
Angewandte Chemie. International edition
Year: 2017, Jahrgang: 56, Heft: 25, Pages: 7266-7270 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.201700135 |
| Online-Zugang: | Verlag, Volltext: http://dx.doi.org/10.1002/anie.201700135 Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/anie.201700135/abstract Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/anie.201700135/epdf |
| Verfasserangaben: | Jin Xie, Matthias Rudolph, Frank Rominger, A. Stephen K. Hashmi |
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| 520 | |a A controllable mono- and di-multifluoroarylation of acyclic and cyclic N-aryl amines with aryl fluorides by photocatalyzed dual C(sp3)−H/C(sp2)−F functionalization has been developed, providing new access to a wide array of valuable α-fluoroarylated amines. In addition, the one-pot consecutive hetero-di-multifluoroarylation of N-aryl pyrrolidines and N,N-dimethylanilines was achieved with high to excellent diastereoselectivity. This new defluorinative C(sp3)−C(sp2) coupling is distinguished by a broad scope, good regioselectivity, and mild conditions as well as gram-scale and late-stage applicability, and thus constitutes a significant advance in the arylation of unactivated C(sp3)−H bonds with aryl fluorides. | ||
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