Bisarylation of 1,1′,3,3′-Tetrahalo-2,2′-biazulene under Suzuki–Miyaura Cross-coupling Conditions

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Author(s)

    • Nakae Takahiro
    • Department of Chemistry and Biology, Graduate School of Science and Engineering, Ehime University
    • Kikuchi Takashi
    • Department of Chemistry and Biology, Graduate School of Science and Engineering, Ehime University
    • Okujima Tetsuo
    • Department of Chemistry and Biology, Graduate School of Science and Engineering, Ehime University
    • Uno Hidemitsu
    • Department of Chemistry and Biology, Graduate School of Science and Engineering, Ehime University

Abstract

1,3-Bisarylated-2,2′-biazulene <b>1</b> and 1,1′-bisarylated-2,2′-biazulene <b>1</b>′ were obtained by the Suzuki–Miyaura cross-coupling reaction of 1,1′,3,3′-tetrahalo-2,2′-biazulene <b>2</b> with 4-<i>tert</i>-butylphenylboronic acid (<b>3b</b>). The other two halogen atoms were reductively removed by hydrogenation under the same reaction conditions. The major regioisomer <b>1</b> was obtained with a selectivity of up to 94% (15:1) and a combined yield of <b>1</b> and <b>1</b>′ of up to 77%.

Journal

  • Chemistry Letters

    Chemistry Letters 43(4), 504-506, 2014

    The Chemical Society of Japan

Codes

  • NII Article ID (NAID)
    130004868080
  • Text Lang
    ENG
  • ISSN
    0366-7022
  • Data Source
    J-STAGE 
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