Directed C-H alkenylation of quinoline N-oxides at the C-8 position using a cationic rhodium(I) catalyst

Takanori Shibata, Yusuke Matsuo

    Research output: Contribution to journalArticle

    45 Citations (Scopus)

    Abstract

    The cationic rhodium-catalyzed alkenylation proceeds at the C-8 position of quinoline N-oxides. Regioselective C-H bond activation was achieved by the directing effect of the anionic oxygen of an N-oxide moiety, which can be readily removed by reductive treatment. A variety of 8-alkenylated quinoline N-oxides was obtained in moderate to high yields.

    Original languageEnglish
    Pages (from-to)1516-1520
    Number of pages5
    JournalAdvanced Synthesis and Catalysis
    Volume356
    Issue number7
    DOIs
    Publication statusPublished - 2014 May 5

    Fingerprint

    Alkenylation
    Rhodium
    Oxides
    Catalysts
    Chemical activation
    Oxygen
    quinoline

    Keywords

    • alkenylation
    • C-H activation
    • directing group
    • N-oxides
    • rhodium catalysts

    ASJC Scopus subject areas

    • Catalysis
    • Organic Chemistry

    Cite this

    Directed C-H alkenylation of quinoline N-oxides at the C-8 position using a cationic rhodium(I) catalyst. / Shibata, Takanori; Matsuo, Yusuke.

    In: Advanced Synthesis and Catalysis, Vol. 356, No. 7, 05.05.2014, p. 1516-1520.

    Research output: Contribution to journalArticle

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