Singlet‐Oxygen Oxidation of 5‐Hydroxymethylfurfural in Continuous Flow | Zendy

Heugebaert Thomas S. A. | Zendy; Stevens Christian V. | Zendy; Kappe C. Oliver | Zendy

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Singlet‐Oxygen Oxidation of 5‐Hydroxymethylfurfural in Continuous Flow

Author(s) -

Heugebaert Thomas S. A.,

Stevens Christian V.,

Kappe C. Oliver

Publication year - 2015

Publication title -

chemsuschem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 2.412

H-Index - 157

eISSN - 1864-564X

pISSN - 1864-5631

DOI - 10.1002/cssc.201403182

Subject(s) - singlet oxygen , flow chemistry , chemistry , continuous flow , yield (engineering) , photosensitizer , butenolide , rose bengal , photochemistry , oxygen , organic chemistry , catalysis , materials science , physics , mechanics , metallurgy

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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