An efficient continuous flow approach to furnish furan-based biaryls

Trieu N. Trinh, Lacey Hizartzidis, Andrew J. S. Lin, David G. Harman, Adam McCluskey, Christopher P. Gordon

    Research output: Contribution to journalArticlepeer-review

    21 Citations (Scopus)

    Abstract

    Suzuki cross-couplings of 5-formyl-2-furanylboronic acid with activated or neutral aryl bromides were performed under continuous flow conditions in the presence of (Bu)4N+F- and the immobilised t-butyl based palladium catalyst CatCart™ FC1032™. Deactivated aryl bromides and activated aryl chlorides were cross-coupled with 5-formyl-2-furanylboronic in the presence of (Bu)4N+OAc- using the bis-triphenylphosphine CatCart™ PdCl2(PPh3)2-DVB. Initial evidence indicates the latter method may serve as a universal approach to conduct Suzuki cross-couplings with the protocol successfully employed in the synthesis of the current gold standard Hedgehog pathway inhibitor LDE225.
    Original languageEnglish
    Pages (from-to)9562-9571
    Number of pages10
    JournalOrganic and Biomolecular Chemistry
    Volume12
    Issue number47
    DOIs
    Publication statusPublished - 2014

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