Thermal and Au(I)-catalyzed intramolecular [4+2] cycloaddition of aryl-substituted 1,6-diynes for the synthesis of biaryl compounds

Takanori Shibata, Ryo Fujiwara, Daisuke Takano

    Research output: Contribution to journalArticle

    33 Citations (Scopus)

    Abstract

    1,6-Diynes, possessing aryl groups on their termini, undergo an intramolecular [4+2] cycloaddition via strained cyclic allene intermediates to give various biaryl compounds. Under thermal conditions, isomerization of the intermediates occurs, while, in the presence of a cationic gold catalyst, skeletal rearrangement is a major pathway.

    Original languageEnglish
    Pages (from-to)2062-2066
    Number of pages5
    JournalSynlett
    Issue number13
    DOIs
    Publication statusPublished - 2005 Aug 19

    Fingerprint

    Diynes
    Cycloaddition
    Isomerization
    Gold
    Catalysts
    Hot Temperature
    propadiene

    Keywords

    • Arylalkynes
    • Biaryl compounds
    • Cycloaddition
    • Diynes
    • Gold

    ASJC Scopus subject areas

    • Organic Chemistry

    Cite this

    Thermal and Au(I)-catalyzed intramolecular [4+2] cycloaddition of aryl-substituted 1,6-diynes for the synthesis of biaryl compounds. / Shibata, Takanori; Fujiwara, Ryo; Takano, Daisuke.

    In: Synlett, No. 13, 19.08.2005, p. 2062-2066.

    Research output: Contribution to journalArticle

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