Synthesis of Unsymmetrically and Highly Substituted Thiophenes Utilizing Regioselective Ring-expansion of gem-Dichlorocyclopropyl Ketones with Lawesson's Reagent

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著者

    • NAGANO Takao
    • Department of Chemistry, Faculty of Textile Science and Technology, Shinshu University
    • KIMOTO Hiroki
    • Department of Chemistry, Faculty of Textile Science and Technology, Shinshu University
    • NAKATSUJI Hidefumi
    • Department of Chemistry, School of Science and Technology, Kwansei Gakuin University
    • MOTOYOSHIYA Jiro
    • Department of Chemistry, Faculty of Textile Science and Technology, Shinshu University
    • AOYAMA Hiromu
    • Department of Chemistry, Faculty of Textile Science and Technology, Shinshu University
    • TANABE Yoo
    • Department of Chemistry, School of Science and Technology, Kwansei Gakuin University
    • NISHII Yoshinori
    • Department of Chemistry, Faculty of Textile Science and Technology, Shinshu University

抄録

Ring-expansion of aryl <I>gem</I>-dichlorocyclopropyl ketones <B>1</B> using Lawesson's reagent afforded unsymmetrically and highly substituted 5-chloro and 3-chlorothiophenes <B>2</B> and <B>3</B> with excellent regioselectivity. The Suzuki–Miyaura coupling of <B>2</B> and <B>3</B> with PhB(OH)<SUB>2</SUB> was successfully performed to give 2-aryl-3-methyl-5-phenylthiophenes <B>4</B> and 2-aryl-3-methyl-4,5-diphenylthiophenes <B>5</B>, respectively.

収録刊行物

  • Chemistry letters

    Chemistry letters 36(1), 62-63, 2007-01-05

    The Chemical Society of Japan

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各種コード

  • NII論文ID(NAID)
    10018662891
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    SHO
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
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