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

Sara H Kyne, Jonathan M Percy, Robert D C Pullin, Joanna M Redmond, Peter G Wilson

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)
242 Downloads (Pure)

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.
Original languageEnglish
Pages (from-to)8328-8339
Number of pages12
JournalOrganic and Biomolecular Chemistry
Volume9
Issue number24
Early online date15 Sep 2011
DOIs
Publication statusPublished - 2011

Keywords

  • trifluoroethanol
  • aryl halides
  • one pot procedure

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