Decarbonylative Diaryl Ether Synthesis by Pd and Ni Catalysis

Ryosuke Takise, Ryota Isshiki, Kei Muto, Kenichiro Itami, Junichiro Yamaguchi

    Research output: Contribution to journalArticle

    54 Citations (Scopus)

    Abstract

    Because diaryl ethers are present as an important motif in pharmaceuticals and natural products, extensive studies for the development of novel methods have been conducted. A conventional method for the construction of the diaryl ether moiety is the intermolecular cross-coupling reaction of aryl halides and phenols with a copper or palladium catalyst. We developed a catalytic decarbonylative etherification of aromatic esters using a palladium or nickel catalyst with our enabling diphosphine ligand to give the corresponding diaryl ethers. The present reaction can be conducted on gram scale in excellent yield. This reaction not only functions in an intramolecular setting but also allows for a cross-etherification using other phenols.

    Original languageEnglish
    Pages (from-to)3340-3343
    Number of pages4
    JournalJournal of the American Chemical Society
    Volume139
    Issue number9
    DOIs
    Publication statusPublished - 2017 Mar 8

    Fingerprint

    Ethers
    Phenols
    Palladium
    Catalysis
    Ether
    Catalysts
    Cross Reactions
    Nickel
    Biological Products
    Copper
    Esters
    Ligands
    Drug products
    Pharmaceutical Preparations

    ASJC Scopus subject areas

    • Catalysis
    • Chemistry(all)
    • Biochemistry
    • Colloid and Surface Chemistry

    Cite this

    Decarbonylative Diaryl Ether Synthesis by Pd and Ni Catalysis. / Takise, Ryosuke; Isshiki, Ryota; Muto, Kei; Itami, Kenichiro; Yamaguchi, Junichiro.

    In: Journal of the American Chemical Society, Vol. 139, No. 9, 08.03.2017, p. 3340-3343.

    Research output: Contribution to journalArticle

    Takise, Ryosuke ; Isshiki, Ryota ; Muto, Kei ; Itami, Kenichiro ; Yamaguchi, Junichiro. / Decarbonylative Diaryl Ether Synthesis by Pd and Ni Catalysis. In: Journal of the American Chemical Society. 2017 ; Vol. 139, No. 9. pp. 3340-3343.
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