Direct photoassisted α-Trifluoromethylation of aromatic Ketones with trifluoroacetic Anhydride (TFAA)

Direct α-Trifluoromethylation of acetophenone derivatives was achieved by using trifluoroacetic anhydride (TFAA) as the trifluoromethyl source and pyridine-N-oxide (Py−O) as activator and oxidant under visible light irradiation and tris-(2,2′-bipyridine)ruthenium(II) hexafluorophosphate (Ru(bpy)3(PF...

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Bibliographic Details
Main Authors: Das, Somnath (Author) , Hashmi, A. Stephen K. (Author) , Schaub, Thomas (Author)
Format: Article (Journal)
Language:English
Published: 2019
In: Advanced synthesis & catalysis
Year: 2019, Volume: 361, Issue: 4, Pages: 720-724
ISSN:1615-4169
DOI:10.1002/adsc.201801305
Online Access:Resolving-System, Volltext: http://dx.doi.org/10.1002/adsc.201801305
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201801305
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Author Notes:Somnath Das, A. Stephen K. Hashmi, and Thomas Schaub
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Summary:Direct α-Trifluoromethylation of acetophenone derivatives was achieved by using trifluoroacetic anhydride (TFAA) as the trifluoromethyl source and pyridine-N-oxide (Py−O) as activator and oxidant under visible light irradiation and tris-(2,2′-bipyridine)ruthenium(II) hexafluorophosphate (Ru(bpy)3(PF6)2) as the photocatalyst. Different acetophenone derivatives could be converted to the corresponding α-CF3 derivatives with high selectivity. Extensive mechanistic investigation revealed the formation of vinyl trifluoroacetate as the key intermediate for this transformation.
Item Description:First published: 03 December 2018
Gesehen am 01.03.2019
Physical Description:Online Resource
ISSN:1615-4169
DOI:10.1002/adsc.201801305