Generation of Reactive Ketenes under Flow Conditions through Zinc-Mediated Dehalogenation

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Abstract

Herein, we describe the generation of highly reactive monoalkyl and phenyl ketenes by using a dehalogenation procedure under flow conditions. All ketenes were generated in good yields (determined by quenching with an appropriate aniline derivative) and showed high reactivity in the [2+2] cycloaddition with imines, resulting in the formation of a range of β-lactams at room temperature in less than 10 minutes. Furthermore, initial experiments were performed by using these reactive ketenes for the synthesis of β-lactams under flow conditions.

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Hafner, A., & Ley, S. V. (2015). Generation of Reactive Ketenes under Flow Conditions through Zinc-Mediated Dehalogenation. Synlett, 26(11), 1470–1474. https://doi.org/10.1055/s-0034-1380679

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