5-羟甲基糠醛在连续流动体系中的单线态氧氧化反应
Singlet-oxygen oxidation of 5-hydroxymethylfurfural in continuous flow.
作者信息
Heugebaert Thomas S A, Stevens Christian V, Kappe C Oliver
机构信息
Institute of Chemistry, University of Graz, Heinrichstrasse 28, 8010 Graz (Austria).
Department of Sustainable Organic Chemistry and Technology, GhentUniversity, Coupure Links 653, 9000 Ghent (Belgium).
出版信息
ChemSusChem. 2015 May 22;8(10):1648-51. doi: 10.1002/cssc.201403182. Epub 2014 Dec 11.
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.
以孟加拉玫瑰红作为光敏剂，采用连续流动模式进行了5-羟甲基糠醛（5-HMF）的单线态氧氧化反应。所得丁烯内酯（H₂MF）以高收率被选择性地生成。该方法被证明具有可扩展性，且适用于相关的生物基糠醛。此外，初步数据表明，H₂MF可以很容易地通过热异构化为5-羟基-4-酮基戊烯酸低聚物。
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