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Trifluoromethylation of Propargylic Halides and Trifluoroacetates Using (Ph3P)3Cu(CF3) Reagent

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journal contribution
posted on 24.12.2015, 20:44 by Tony S. N. Zhao, Kálmán J. Szabó
A copper-mediated trifluoromethylation of propargylic halides and trifluoroacetates was performed with high allenyl or propargyl selectivity. The reaction proceeds smoothly with aliphatic and aromatic substituents bearing either electron-withdrawing or -supplying groups. Preliminary mechanistic results indicate an ionic mechanism involving nucleophilic transfer of the CF3 group from the Cu complex to the propargylic substrate.