<i>N</i>-Heterocyclic Carbene-catalyzed Difluorocarbene Generation and its Application to Aryl Difluoromethyl Ether Synthesis

  • Kohei Fuchibe
    Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba
  • Yuta Koseki
    Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba
  • Hisashi Sasagawa
    Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba
  • Junji Ichikawa
    Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba

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Abstract

<jats:title>Abstract</jats:title> <jats:p>NHC-catalyzed generation of difluorocarbene from trimethylsilyl 2,2-difluoro-2-(fluorosulfonyl)acetate (TFDA) enables the synthesis of enol difluoromethyl ethers starting from cyclohexenones and tetralones. The resultant enol difluoromethyl ethers were successively dehydrogenated with DDQ to furnish aryl difluoromethyl ethers in good to high yield.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 40 (10), 1189-1191, 2011-10-01

    Oxford University Press (OUP)

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