Expanding the utility of flow hydrogenation : a robust protocol restricting hydrodehalogenation

Lacey Hizartzidis, Peter J. Cossar, Mark J. Robertson, Michela I. Simone, Kelly A. Young, Adam McCluskey, Christopher P. Gordon

    Research output: Contribution to journalArticlepeer-review

    17 Citations (Scopus)

    Abstract

    A commonly observed limitation of conducting hydrogenations under flow chemistry conditions is hydrodehalogenation. In a bid to circumvent this limitation a series of hydrogenation catalysts were screened, with 5% Pt/C (sulfided) catalyst identified as an effective catalyst to selectively effect reductive aminations, nitro reduction, and alkene reductions in the presence of halogen atoms. Additionally the optimised protocol cleanly reduced imines in the presence of a furan moiety indicating potential amenability to other labile functionalities.
    Original languageEnglish
    Pages (from-to)56743-56748
    Number of pages6
    JournalRSC Advances: an international journal to further the chemical sciences
    Volume4
    Issue number100
    DOIs
    Publication statusPublished - 2014

    Keywords

    • hydrogenation
    • nitro reduction
    • reductive aminations
    • robust protocol

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