Palladium-catalyzed annulation of o-iodobiphenyls with o-bromobenzyl alcohols: Synthesis of functionalized triphenylenes via C-C and C-H bond cleavages

Masayuki Iwasaki, Shohei Iino, Yasushi Nishihara

    Research output: Contribution to journalArticlepeer-review

    46 Citations (Scopus)

    Abstract

    Treatment of o-iodobiphenyls with o-bromobenzyl alcohols in the presence of cesium carbonate under palladium catalysis affords a series of highly substituted triphenylenes. The reaction involves two C-C bond formations and C-C and C-H bond cleavages. A combination of palladium and an electron-deficient phosphine ligand proves to be effective for both decarbonylative cross-coupling and intramolecular cyclization.

    Original languageEnglish
    Pages (from-to)5326-5329
    Number of pages4
    JournalOrganic Letters
    Volume15
    Issue number20
    DOIs
    Publication statusPublished - Oct 18 2013

    ASJC Scopus subject areas

    • Biochemistry
    • Physical and Theoretical Chemistry
    • Organic Chemistry

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