Palladium-Catalyzed [5 + 1] Annulation of Salicylic Acid Derivatives and Propargylic Carbonates

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  • Kazuya Sato
    Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510 , Japan
  • Yohei Ogiwara
    Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510 , Japan
  • Norio Sakai
    Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510 , Japan

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<jats:title>Abstract</jats:title> <jats:p>A palladium-catalyzed annulation reaction between salicylic acid derivatives and propargylic carbonates via the cleavage of a propargylic carbon–oxygen bond is described. This rare annulation reaction uses propargylic compounds as the C1 component for heterocyclic products and can be applied to the preparation of unique five- or six-membered cyclic compounds. The corresponding products contain a fully substituted allylic carbon and the reaction is characterized by high functional-group tolerance.</jats:p>

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