Iridium-catalyzed selective synthesis of 4-substituted benzofurans and indoles via directed cyclodehydration

Kyoji Tsuchikama, Yu Ki Hashimoto, Kohei Endo, Takanori Shibata

    Research output: Contribution to journalArticle

    78 Citations (Scopus)

    Abstract

    A directed cyclization-dehydration cascade of α-aryloxy ketones and α-arylamino ketones was efficiently catalyzed by a cationic iridiumBINAP complex, which afforded various types of 4-substituted benzofurans and indoles in high yields with complete regioselectivity. The newly developed protocol also enabled the enantioselective preparation of chiral 4-acetyloxindole using a chiral iridium catalyst.

    Original languageEnglish
    Pages (from-to)2850-2854
    Number of pages5
    JournalAdvanced Synthesis and Catalysis
    Volume351
    Issue number17
    DOIs
    Publication statusPublished - 2009 Nov

    Fingerprint

    Benzofurans
    Indoles
    Iridium
    Ketones
    Regioselectivity
    Cyclization
    Dehydration
    Catalysts

    Keywords

    • C-C bond formation
    • C-H functionalization
    • Heterocycles
    • Homogeneous catalysis
    • Iridium

    ASJC Scopus subject areas

    • Catalysis
    • Organic Chemistry

    Cite this

    Iridium-catalyzed selective synthesis of 4-substituted benzofurans and indoles via directed cyclodehydration. / Tsuchikama, Kyoji; Hashimoto, Yu Ki; Endo, Kohei; Shibata, Takanori.

    In: Advanced Synthesis and Catalysis, Vol. 351, No. 17, 11.2009, p. 2850-2854.

    Research output: Contribution to journalArticle

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