Amide-assisted radical strategy: metal-free direct fluorination of arenes in aqueous media

A metal- and initiator-free direct fluorination of arenes with the assistance of an amide group is developed. This reaction proceeded under simple aqueous conditions with good functional group tolerance and ortho – para selectivity, and is highly practical because it could be readily scaled up to a...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2017, Vol.19 (14), p.3344-3349
Hauptverfasser: Liang, Deqiang, Li, Yanni, Gao, Shulin, Li, Renlun, Li, Xiangguang, Wang, Baoling, Yang, Hai
Format: Artikel
Sprache:eng
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Zusammenfassung:A metal- and initiator-free direct fluorination of arenes with the assistance of an amide group is developed. This reaction proceeded under simple aqueous conditions with good functional group tolerance and ortho – para selectivity, and is highly practical because it could be readily scaled up to a multigram-scale. At this stage, an exclusive mechanism could not be proposed, and several possibilities have been discussed. The possibility of the amide-assisted radical chain mechanism has been supported by experimental and computational investigations as well as a seminal work.
ISSN:1463-9262
1463-9270
DOI:10.1039/C7GC00356K