Safe and Reliable Synthesis of Diazoketones and Quinoxalines in a Continuous Flow Reactor

    • Laetitia J. Martin1
    • Andreas L. Marzinzik1
    • Steven V. Ley2
    • Ian R. Baxendale2
    • 1Novartis Institute for BioMedical Research, Basel, Switzerland
    • 2Innovative Technology Centre, Department of Chemistry, University of Cambridge

    A flow method for the synthesis of aliphatic and aromatic diazoketones from acyl chloride precursors has been developed and used to prepare quinoxalines in a multistep sequence without isolation of the potentially explosive diazoketone. The protocol showcases an efficient in-line purification using supported scavengers with time-saving and safety benefits and in particular a reduction in the operator’s exposure to carcinogenic phenylenediamines.

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