Visible Light‐Mediated Trifluoromethylation of Fluorinated Alkenes via C−F Bond Cleavage

Visible Light‐Mediated Trifluoromethylation of Fluorinated Alkenes via C−F Bond Cleavage

A convenient photoredox‐catalyzed defluorinative trifluoromethylation of α‐trifluoromethyl alkenes and gem‐difluoroalkenes is developed. The reactions proceeded efficiently via trifluoromethyl radical addition followed by β‐fluorine elimination process, providing a new entry to multifluorinated alke...

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Veröffentlicht in:Advanced synthesis & catalysis 2018-10, Vol.360 (20), p.3894-3899
Hauptverfasser: Wu, Liu‐Hai, Cheng, Jun‐Kee, Shen, Liang, Shen, Zhi‐Liang, Loh, Teck‐Peng
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes
C−F bond cleavage
Fluorination
Fluorine
Iridium
Organic chemistry
Photocatalysis
Sodium triflinate
Stereoselectivity
Trifluoromethylation
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Zusammenfassung:A convenient photoredox‐catalyzed defluorinative trifluoromethylation of α‐trifluoromethyl alkenes and gem‐difluoroalkenes is developed. The reactions proceeded efficiently via trifluoromethyl radical addition followed by β‐fluorine elimination process, providing a new entry to multifluorinated alkenes in moderate to good yields with excellent stereoselectivity.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201800740