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  • Title: Direct Transformation of HMF into 2,5-Diformylfuran and 2,5-Dihydroxymethylfuran without an External Oxidant or Reductant.
    Author: Li G, Sun Z, Yan Y, Zhang Y, Tang Y.
    Journal: ChemSusChem; 2017 Feb 08; 10(3):494-498. PubMed ID: 27882693.
    Abstract:
    The selective transformation of 5-hydroxymethylfurfural (HMF) to valuable 2,5-diformylfuran (DFF) and 2,5-dihydroxymethylfuran (DHMF) is highly desirable but remains a great challenge owing to its tendency to over-oxidation and over-reduction. In this work, HMF is directly converted into DFF and DHMF without external oxidant or reductant through a Meerwein-Ponndorf-Verley-Oppenauer (MPVO) reaction. In such a MPVO process, HMF is used as both oxidant and reductant and DFF and DHMF are simultaneously produced with a 1:1 molar ratio in the presence of a Lewis acid catalyst. Under high initial HMF concentration, a HMF conversion of up to 44.7 % can be reached within 1 h. Moreover, this atom-efficient transformation route for HMF also provides a promising protocol for the crude separation of DHMF products from DFF products, owing to the lower solubility of DHMF compared to DFF in acetonitrile.
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