3-Trifluoromethylbenzyne: Precise Orientation in Cycloaddition Reaction Enabled Regioselective Synthesis of Trifluoromethylated Triptycenes

DOI PDF 参考文献53件
  • Takayuki Iwata
    Institute for Materials Chemistry and Engineering, Kyushu University
  • Mitsuru Shindo
    Institute for Materials Chemistry and Engineering, Kyushu University
  • Mizuki Hyodo
    Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
  • Takumi Fujiwara
    Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
  • Ryusei Kawano
    Interdisciplinary Graduate School of Engineering Sciences, Kyushu University
  • Leah Kuhn
    Department of Chemistry and Biochemistry, Florida State University
  • Igor V. Alabugin
    Department of Chemistry and Biochemistry, Florida State University

抄録

<jats:title>Abstract</jats:title><jats:p>The first regioselective addition reactions to 3-trifluoromethylbenzyne are reported. Triple cycloaddition of ynolates to the benzyne provided 1,8,13-tris(trifluoromethyl)triptycenes with high regioselectivity. 1-Trifluoromethyltriptycenes were regioselectively obtained by the Diels–Alder reaction of anthranoxides with the benzyne. These selectivities are attributed to the electron-acceptor nature of the trifluoromethyl group on the benzyne.</jats:p>

収録刊行物

  • Synthesis

    Synthesis 54 (22), 4971-4978, 2022-04-05

    Georg Thieme Verlag KG

参考文献 (53)*注記

もっと見る

関連プロジェクト

もっと見る

キーワード

詳細情報 詳細情報について

問題の指摘

ページトップへ