Amine Oxidation by Electrochemically Generated Peroxodicarbonate

Abstract The N -oxidation of tertiary amines was achieved by using electrochemically generated peroxodicarbonate solutions as sustainable oxidizers. The presence of EDTA and 2,2,2-trifluoroacetophenone as a mediator was found to be crucial for converting water-insoluble substrates. Various tertiary...

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Bibliographic Details
Published in:Synlett 2022-09, Vol.33 (15), p.1527-1531
Main Authors: Seitz, Ann-Katrin, van Lingen, Tim, Dyga, Marco, Kohlpaintner, Philipp J., Waldvogel, Siegfried R., Gooßen, Lukas J.
Format: Article
Language:English
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Summary:Abstract The N -oxidation of tertiary amines was achieved by using electrochemically generated peroxodicarbonate solutions as sustainable oxidizers. The presence of EDTA and 2,2,2-trifluoroacetophenone as a mediator was found to be crucial for converting water-insoluble substrates. Various tertiary amines were converted into their corresponding N -oxides in yields of up to 98%. The scope includes economically important surfactants and potential platform oxidizers.
ISSN:0936-5214
1437-2096
DOI:10.1055/a-1860-3405