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    Electrochemical hydrogenation of α-ketoesters and benzoxazinones using carbon electrodes and a sustainable Brønsted acid

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    Date
    2020-11-26
    Author
    Nemez, Dion
    Sidhu, Baldeep K
    Giesbrecht, Patrick
    Braun, Jason
    Herbert, David E
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    Abstract
    The direct electrochemical hydrogenation of unsaturated organic compounds containing C[double bond, length as m-dash]N and C[double bond, length as m-dash]O bonds using glassy carbon electrodes and a widely available Brønsted acid is demonstrated for a selection of α-ketoesters and benzoxazinones. In this simple set-up, the reduced products are formed with excellent selectivity, without the use of a redox mediator, and are easily recovered in good yields by extraction. The carbon-based electrode is essential to the observation of the hydrogenated product; no turnover is observed using platinum mesh.
    URI
    http://hdl.handle.net/1993/36058
    DOI
    10.1039/D0QO01311K
    Collections
    • Faculty of Science Scholarly Works [209]
    • University of Manitoba Scholarship [1978]

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