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: Xie, Jin (VerfasserIn) , Rudolph, Matthias (VerfasserIn) , Rominger, Frank (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 17 May 2017
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
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Verfasserangaben:Jin Xie, Matthias Rudolph, Frank Rominger, A. Stephen K. Hashmi
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Zusammenfassung: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.
Beschreibung:Im Titel ist die Zahl 3 als Hochzahl dargestellt
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Beschreibung:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.201700135