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Issue 93, 2015
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Benzylic C–H trifluoromethylation of phenol derivatives

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Abstract

Phenol derivatives were trifluoromethylated using copper/Togni reagent. In dimethylformamide, the benzylic C–H bond at the para position of the hydroxyl group was selectively substituted with a CF3 group. In contrast, aromatic C–H trifluoromethylation occurred in alcoholic solvents. Practical utility of the reactions was demonstrated by application to the synthesis of a potent enoyl-acyl carrier protein reductase (FabI) inhibitor.

Graphical abstract: Benzylic C–H trifluoromethylation of phenol derivatives

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Publication details

The article was received on 20 Aug 2015, accepted on 25 Sep 2015 and first published on 25 Sep 2015


Article type: Communication
DOI: 10.1039/C5CC07011B
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Citation: Chem. Commun., 2015,51, 16675-16678

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    Benzylic C–H trifluoromethylation of phenol derivatives

    H. Egami, T. Ide, Y. Kawato and Y. Hamashima, Chem. Commun., 2015, 51, 16675
    DOI: 10.1039/C5CC07011B

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