Dibenzofuran Synthesis: Decarbonylative Intramolecular C−H Arylation of Aromatic Esters

Toshimasa Okita, Masaaki Komatsuda, Ami N. Saito, Tomoya Hisada, Tomoaki T. Takahara, Keito P. Nakayama, Ryota Isshiki, Ryosuke Takise, Kei Muto, Junichiro Yamaguchi

    Research output: Contribution to journalArticle

    6 Citations (Scopus)

    Abstract

    A method to provide dibenzofurans through decarbonylative C−H arylation is described. Diaryl ethers bearing an ester functional group, which can be readily prepared by a SNAr reaction, underwent intramolecular C−H arylation in the presence of a palladium catalyst to afford the corresponding dibenzofurans. Electron-rich bis(dialkylphosphine)s such as dcype were critical as the ligand, otherwise the reactions did not proceed at all. This is the first example of C−H arylation of aromatic esters with simple arenes utilized in intramolecular fashion.

    Original languageEnglish
    Pages (from-to)1358-1361
    Number of pages4
    JournalAsian Journal of Organic Chemistry
    Volume7
    Issue number7
    DOIs
    Publication statusPublished - 2018 Jul 1

    Keywords

    • C−H activation
    • decarbonylation
    • dibenzofurans
    • ethers
    • palladium

    ASJC Scopus subject areas

    • Organic Chemistry

    Fingerprint Dive into the research topics of 'Dibenzofuran Synthesis: Decarbonylative Intramolecular C−H Arylation of Aromatic Esters'. Together they form a unique fingerprint.

    Cite this