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Issue 24, 2011
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One-pot near-ambient temperature syntheses of aryl(difluoroenol) derivatives from trifluoroethanol

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Abstract

Difluoroalkenylzinc reagents prepared from 1-(2′-methoxy-ethoxymethoxy)-2,2,2-trifluoroethane and 1-(N,N-diethylcarbamoyloxy)-2,2,2-trifluoroethane at ice bath temperatures underwent Negishi coupling with a range of aryl halides in a convenient one pot procedure. While significant differences between the enol acetal and carbamate reagents were revealed, the Negishi protocol compared very favourably with alternative coupling procedures in terms of overall yields from trifluoroethanol.

Graphical abstract: One-pot near-ambient temperature syntheses of aryl(difluoroenol) derivatives from trifluoroethanol

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Publication details

The article was received on 11 Aug 2011, accepted on 15 Sep 2011 and first published on 15 Sep 2011


Article type: Paper
DOI: 10.1039/C1OB06372C
Org. Biomol. Chem., 2011,9, 8328-8339

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    One-pot near-ambient temperature syntheses of aryl(difluoroenol) derivatives from trifluoroethanol

    S. H. Kyne, J. M. Percy, R. D. C. Pullin, J. M. Redmond and P. G. Wilson, Org. Biomol. Chem., 2011, 9, 8328
    DOI: 10.1039/C1OB06372C

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