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Nickel-catalyzed [4 + 2] Cycloaddition of Styrenes with Arynes via 1:1 Cross-coupling: Synthesis of 9,10-Dihydrophenanthrenes

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  • Kubo Teruhiko
    Division of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba
  • Fujita Takeshi
    Division of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba
  • Ichikawa Junji
    Division of Chemistry, Faculty of Pure and Applied Sciences, University of Tsukuba

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Abstract

<p>The [4 + 2] cycloaddition of styrenes with arynes was achieved via 1:1 cross-coupling by a nickel catalyst. This protocol applies to a variety of styrenes and arynes generated in situ from o-(trimethylsilyl)aryl triflates to afford 9,10-dihydrophenanthrenes involving substituted aromatic rings. By using this method, a naturally occurring stilbenoid is easily synthesized.</p>

Journal

  • Chemistry Letters

    Chemistry Letters 49 (3), 264-266, 2020-03-05

    The Chemical Society of Japan

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