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

Org Biomol Chem

WestChem Department of Pure and Applied Chemistry, Thomas Graham Building, 295 Cathedral Street, Glasgow, UK G1 1XL.

Published: December 2011

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.

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Source
http://dx.doi.org/10.1039/c1ob06372cDOI Listing

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