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Journal Articles Organic Letters Year : 2019

Reinvestigation of the Organocatalyzed Aerobic Oxidation of Aldehydes to Acids

Abstract

The organocatalyzed aerobic oxidation of aldehydes to acids was reproduced from the original report. In- and ex-situ analysis of the reaction mixture as the function of time reveals that, unlike the claim in the publication, the aerobic oxidation of aromatic and aliphatic aldehydes leads predominantly to the formation of peracids. The latter are transformed into the corresponding carboxylic acids during the workup procedure. The buildup of peracids in solution poses safety problems that should not be overlooked. This finding has also an influence on the way new catalysts are investigated to improve this reaction as well as on aerobic aldehyde-mediated co-oxidation.
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hal-04047083 , version 1 (27-03-2023)

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Laurent Vanoye, Mohamed Abdelaal, Kacy Grundhauser, Boris Guicheret, Pascal Fongarland, et al.. Reinvestigation of the Organocatalyzed Aerobic Oxidation of Aldehydes to Acids. Organic Letters, 2019, 21 (24), pp.10134-10138. ⟨10.1021/acs.orglett.9b04193⟩. ⟨hal-04047083⟩
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