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Issue 96, 2014
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Oxidative rearrangement of malondialdehyde: substrate scope and mechanistic insights

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Abstract

A novel oxidative rearrangement of malondialdehyde was described. Under the effect of H2O2, malondialdehyde smoothly transferred to carboxylic acid with C–C bond cleavage in good to excellent yields. Mechanistic studies showed that this reaction proceeded via the formation of a 1,2-dioxolane intermediate, followed by concert C–C, O–O, C–H bond cleavage and a hydride shift.

Graphical abstract: Oxidative rearrangement of malondialdehyde: substrate scope and mechanistic insights

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Publication details

The article was received on 26 Sep 2014, accepted on 16 Oct 2014 and first published on 16 Oct 2014


Article type: Communication
DOI: 10.1039/C4RA11237G
Author version available: Download Author version (PDF)
Citation: RSC Adv., 2014,4, 53397-53401
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    Oxidative rearrangement of malondialdehyde: substrate scope and mechanistic insights

    X. Yu, Z. Liu, Z. Xia, Z. Shen, X. Pan, H. Zhang and W. Xie, RSC Adv., 2014, 4, 53397
    DOI: 10.1039/C4RA11237G

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