The expanding utility of continuous flow hydrogenation

Peter J. Cossar, Lacey Hizartzidis, Michela I. Simone, Adam McCluskey, Christopher P. Gordon

    Research output: Contribution to journalArticlepeer-review

    117 Citations (Scopus)

    Abstract

    There has been an increasing body of evidence that flow hydrogenation enhances reduction outcomes across a wide range of synthetic transformations. Moreover flow reactors enhance laboratory safety with pyrophoric catalysts contained in sealed cartridges and hydrogen generated in situ from water. This mini-review focuses on recent applications of flow chemistry to mediate nitro, imine, nitrile, amide, azide, and azo reductions. Methodologies to effect de-aromatisation, hydrodehalogenation, in addition to olefin, alkyne, carbonyl, and benzyl reductions are also examined. Further, protocols to effect chemoselective reductions and enantioselective reductions are highlighted. Together these applications demonstrate the numerous advantages of performing hydrogenation under flow conditions which include enhanced reaction throughput, yields, simplified workup, and the potential applicability to multistep and cascade synthetic protocols.
    Original languageEnglish
    Pages (from-to)7119-7130
    Number of pages12
    JournalOrganic and Biomolecular Chemistry
    Volume13
    Issue number26
    DOIs
    Publication statusPublished - 2015

    Keywords

    • chemistry
    • hydrogenation

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