Ir(I)-catalyzed C-H bond alkylation of C2-position of indole with alkenes: Selective synthesis of linear or branched 2-alkylindoles

Shiguang Pan, Naoto Ryu, Takanori Shibata

    Research output: Contribution to journalArticle

    144 Citations (Scopus)

    Abstract

    A cationic iridium-catalyzed C2-alkylation of N-substituted indole derivatives with various alkenes has been developed, which selectively gives linear or branched 2-alkylindoles in high to excellent selectivity. This protocol relies on the use of the carbonyl group on the nitrogen atom of indole as a directing group: a linear product was predominant when an acetyl group was used as a directing group, and a branched product was predominant with a benzoyl group.

    Original languageEnglish
    Pages (from-to)17474-17477
    Number of pages4
    JournalJournal of the American Chemical Society
    Volume134
    Issue number42
    DOIs
    Publication statusPublished - 2012 Oct 24

    Fingerprint

    Iridium
    Alkylation
    Alkenes
    Olefins
    Nitrogen
    Derivatives
    Atoms
    indole

    ASJC Scopus subject areas

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

    Cite this

    Ir(I)-catalyzed C-H bond alkylation of C2-position of indole with alkenes : Selective synthesis of linear or branched 2-alkylindoles. / Pan, Shiguang; Ryu, Naoto; Shibata, Takanori.

    In: Journal of the American Chemical Society, Vol. 134, No. 42, 24.10.2012, p. 17474-17477.

    Research output: Contribution to journalArticle

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