Synthesis of Monofluoromethylcyclopropanes from Alkenes without Using Freons: Novel Synthesis of Chlorofluoromethyl Phenyl Sulfide and Its Application in Cyclopropanation

  • Masayuki Kirihara
    Department of Materials and Life Science, Shizuoka Institute of Science and Technology
  • Tomomi Ogata
    Department of Materials and Life Science, Shizuoka Institute of Science and Technology
  • Atsushi Itou
    Department of Materials and Life Science, Shizuoka Institute of Science and Technology
  • Sayuri Naito
    Department of Materials and Life Science, Shizuoka Institute of Science and Technology
  • Mari Kishida
    Department of Materials and Life Science, Shizuoka Institute of Science and Technology
  • Kento Yamazaki
    Department of Materials and Life Science, Shizuoka Institute of Science and Technology
  • Hidetsugu Tabata
    Faculty of Pharma Sciences, Teikyo University
  • Hideyo Takahashi
    Faculty of Pharma Sciences, Teikyo University

Abstract

<jats:title>Abstract</jats:title> <jats:p>Chlorofluoromethyl phenyl sulfide was prepared from the reaction of chloromethyl phenyl sulfide with Selectfluor™. Monofluorocyclopropanation of an alkene was achieved via cyclopropanation using a fluorocarbene derived from the product chlorofluoromethyl phenyl sulfide, followed by oxidation and desulfurization.</jats:p>

Journal

  • Chemistry Letters

    Chemistry Letters 42 (11), 1377-1379, 2013-07-20

    Oxford University Press (OUP)

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