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Decarboxylative Trifluoromethylation of Aliphatic Carboxylic Acids.


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.

SUBMITTER: Kautzky JA 

PROVIDER: S-EPMC6538506 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

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Decarboxylative Trifluoromethylation of Aliphatic Carboxylic Acids.

Kautzky Jacob A JA   Wang Tao T   Evans Ryan W RW   MacMillan David W C DWC  

Journal of the American Chemical Society 20180521 21


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 cor  ...[more]

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