Singlet-oxygen oxidation of 5-hydroxymethylfurfural in continuous flow.

Heugebaert, Thomas S A; Stevens, Christian V; Kappe, C Oliver

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

Afiliação

Heugebaert TS; Institute of Chemistry, University of Graz, Heinrichstrasse 28, 8010 Graz (Austria).
Stevens CV; Department of Sustainable Organic Chemistry and Technology, GhentUniversity, Coupure Links 653, 9000 Ghent (Belgium).
Kappe CO; Institute of Chemistry, University of Graz, Heinrichstrasse 28, 8010 Graz (Austria). oliver.kappe@uni-graz.at.

ChemSusChem ; 8(10): 1648-51, 2015 May 22.

Article em En | MEDLINE | ID: mdl-25505009

ABSTRACT

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.

Assuntos

Furaldeído/análogos & derivados; Oxigênio Singlete/química; 4-Butirolactona/análogos & derivados; 4-Butirolactona/química; Furaldeído/química; Luz; Oxirredução; Fármacos Fotossensibilizantes/química; Rosa Bengala/química

Palavras-chave

5-HMF; continuous flow; oxidation; photochemistry; singlet oxygen

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Oxigênio Singlete / Furaldeído Idioma: En Revista: ChemSusChem Assunto da revista: QUIMICA / TOXICOLOGIA Ano de publicação: 2015 Tipo de documento: Article

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