Palladium-Catalyzed Decarbonylative Cross-Coupling of Azinecarboxylates with Arylboronic Acids

Kei Muto, Taito Hatakeyama, Kenichiro Itami, Junichiro Yamaguchi

    Research output: Contribution to journalArticle

    27 Citations (Scopus)

    Abstract

    The first palladium-catalyzed decarbonylative coupling of phenyl 2-azinecarboxylates and arylboronic acids is presented. The key for the development of this decarbonylative coupling is the use of Pd/dcype as a catalyst. A wide range of 2-azinecarboxylates can undergo the present coupling reaction to afford 2-arylazines. By combination with previously reported nickel-catalyzed decarbonylative coupling, we achieved a chemoselective sequential decarbonylative coupling of pyridine dicarboxylate to synthesize 2,4-diarylpyridine.

    Original languageEnglish
    Pages (from-to)5106-5109
    Number of pages4
    JournalOrganic Letters
    Volume18
    Issue number19
    DOIs
    Publication statusPublished - 2016 Oct 7

    Fingerprint

    cross coupling
    Palladium
    Nickel
    palladium
    acids
    Catalysts
    Acids
    pyridines
    pyridine
    nickel
    catalysts

    ASJC Scopus subject areas

    • Biochemistry
    • Physical and Theoretical Chemistry
    • Organic Chemistry

    Cite this

    Palladium-Catalyzed Decarbonylative Cross-Coupling of Azinecarboxylates with Arylboronic Acids. / Muto, Kei; Hatakeyama, Taito; Itami, Kenichiro; Yamaguchi, Junichiro.

    In: Organic Letters, Vol. 18, No. 19, 07.10.2016, p. 5106-5109.

    Research output: Contribution to journalArticle

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    AU - Hatakeyama, Taito

    AU - Itami, Kenichiro

    AU - Yamaguchi, Junichiro

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