Regiocomplementary Cycloaddition Reactions of Boryl- and Silylbenzynes with 1,3-Dipoles: Selective Synthesis of Benzo-Fused Azole Derivatives

  • Takashi Ikawa
    School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526, Japan
  • Akira Takagi
    School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526, Japan
  • Masahiko Goto
    School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526, Japan
  • Yuya Aoyama
    School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526, Japan
  • Yoshinobu Ishikawa
    School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526, Japan
  • Yuji Itoh
    Department of Chemistry, Faculty of Science, Rikkyo University, 3-34-1, Nishi-ikebukuro, Toshima-ku, Tokyo 171-8501, Japan
  • Satoshi Fujii
    School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526, Japan
  • Hiroaki Tokiwa
    Department of Chemistry, Faculty of Science, Rikkyo University, 3-34-1, Nishi-ikebukuro, Toshima-ku, Tokyo 171-8501, Japan
  • Shuji Akai
    School of Pharmaceutical Sciences, University of Shizuoka, 52-1, Yada, Suruga-ku, Shizuoka, Shizuoka 422-8526, Japan

書誌事項

公開日
2013-03-08
資源種別
journal article
DOI
  • 10.1021/jo302802b
  • 10.1002/chin.201333150
公開者
American Chemical Society (ACS)

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説明

<jats:title>Abstract</jats:title><jats:p>In the presence of iPr‐MgCl, 3‐borylbenzynes which are generated efficiently from new borolanes of type (I) undergo regiospecific, electrostatically controlled [3 + 2] cycloaddition with 1,3‐dipoles to afford proximal cycloadducts such as (III) and (VI).</jats:p>

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