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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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.
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cited_by cdi_FETCH-LOGICAL-a345t-86bd751c3621a8adaacb942b3c9385d8d1ca2f44e5789a493d556f8af83a62b33
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container_end_page 1098
container_issue 7
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container_title Organic letters
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creator Said, Madhukar S.
Khonde, Nilesh S.
Kumar, Pradeep
Gajbhiye, Jayant M.
description 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.
doi_str_mv 10.1021/acs.orglett.2c04318
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title Electron-Deficient Fluoroarene-Mediated Synthesis of Trifluoromethyl Ketones from Carboxylic Acids
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