Photoinduced synthesis of fluorinated dibenz[b,e]azepines via radical triggered cyclization

A simple, mild and efficient approach to access fluorinated dibenz[b,e]azepines via visible-light photoredox catalysis is presented. Inexpensive and commercially available fluoroalkyl anhydrides in concert with pyridine N-oxide are employed as the source of the fluoroalkyl radicals. A one-pot proces...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2019-09, Vol.55 (73), p.10848-10851
Hauptverfasser: Qi, Xu-Kuan, Zhang, Hong, Pan, Zi-Tong, Liang, Rong-Bin, Zhu, Can-Ming, Li, Jing-Hong, Tong, Qing-Xiao, Gao, Xue-Wang, Wu, Li-Zhu, Zhong, Jian-Ji
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Sprache:eng
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Zusammenfassung:A simple, mild and efficient approach to access fluorinated dibenz[b,e]azepines via visible-light photoredox catalysis is presented. Inexpensive and commercially available fluoroalkyl anhydrides in concert with pyridine N-oxide are employed as the source of the fluoroalkyl radicals. A one-pot process involving the trifluoroacetylation of unprotected secondary benzyl amines followed by radical cyclization could also afford the desired fluorinated dibenz[b,e]azepines.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc04977k