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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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Supplementary files

Article information


Submitted
26 Sep 2014
Accepted
16 Oct 2014
First published
16 Oct 2014

RSC Adv., 2014,4, 53397-53401
Article type
Communication
Author version available

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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