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. 2018 May 30;140(21):6522-6526.
doi: 10.1021/jacs.8b02650. Epub 2018 May 21.

Decarboxylative Trifluoromethylation of Aliphatic Carboxylic Acids

Jacob A Kautzky  1 , Tao Wang  1 , Ryan W Evans  1 , David W C MacMillan  1
Affiliations

Decarboxylative Trifluoromethylation of Aliphatic Carboxylic Acids

Jacob A Kautzky et al. J Am Chem Soc. .

Abstract

Herein we disclose an efficient method for the conversion of carboxylic acids to trifluoromethyl groups via the combination of photoredox and copper catalysis. This transformation tolerates a wide range of functionality including heterocycles, olefins, alcohols, and strained ring systems. To demonstrate the broad potential of this new methodology for late-stage functionalization, we successfully converted a diverse array of carboxylic acid-bearing natural products and medicinal agents to the corresponding trifluoromethyl analogues.

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Conflict of interest statement

The authors declare no competing financial interest.

Figures

Scheme 1.
Scheme 1.
Pathway of Decarboxylative Trifluoromethylation
See this image and copyright information in PMC

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