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Published on: June 14, 2018
Singlet-oxygen oxidation of 5-hydroxymethylfurfural in continuous flow
Thomas S A Heugebaert1, Christian V Stevens2, C Oliver Kappe3
1Institute of Chemistry, University of Graz, Heinrichstrasse 28, 8010 Graz (Austria).
Abstract:
Singlet-oxygen oxidation of 5-hydroxymethylfurfural (5-HMF) was performed in continuous flow mode using rose Bengal as photosensitizer. The resulting butenolide (H(2) MF) was formed selectively in high yield. The procedure proved to be scalable and applicable to related bio-based furfurals. Furthermore, preliminary data show that H(2) MF can be readily isomerized thermally to 5-hydroxy-4-keto-pentenoic acid oligomers.
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