Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 39, Pages 16167-16170Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja307783w
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Funding
- ICIQ Foundation
- Consolider Ingenio [CSD2006-0003]
- Spanish Government [CTQ2011-25418]
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The C-X bond (X = Br, Cl) of alpha-haloketones is smoothly trifluoromethylated with the fluoroform-derived CuCF3 reagent recently developed in our laboratories. This is the first nucleophilic alpha-trifluoromethylation reaction of carbonyl compounds and a rare example of CF3-C(sp(3)) coupling. The transformation employs only low-cost chemicals and cleanly occurs in up to 99% yield at room temperature, thereby providing an unprecedentedly easy entry to valuable 2,2,2-trifluoroethylketones.
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