Electron-Deficient Fluoroarene-Mediated Synthesis of Trifluoromethyl Ketones from Carboxylic Acids

Fluoroarene-mediated trifluoromethylation of carboxylic acids for the synthesis of trifluoromethyl ketones is disclosed. The fluoroarene activates the acid group and generates the fluoride source in situ for the trifluoromethylation reaction. The present protocol is safe and metal-free, operates und...

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Bibliographic Details
Published in:Organic letters 2023-02, Vol.25 (7), p.1094-1098
Main Authors: Said, Madhukar S., Khonde, Nilesh S., Kumar, Pradeep, Gajbhiye, Jayant M.
Format: Article
Language:English
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Summary:Fluoroarene-mediated trifluoromethylation of carboxylic acids for the synthesis of trifluoromethyl ketones is disclosed. The fluoroarene activates the acid group and generates the fluoride source in situ for the trifluoromethylation reaction. The present protocol is safe and metal-free, operates under mild reaction conditions, and does not require any external additives to generate trifluoromethyl anion. The current transformation provides good functional group tolerance and also delivers 92% and 88% yields of trifluoromethyl ketones in batch and continuous flow, respectively.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c04318