Eco-friendly synthesis of 5-hydroxymethylfurfural (HMF) and its application to the Ferrier-rearrangement reaction |
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| Authors: | Zekun Ding Xiaosheng Luo Yibin Ma Heshan Chen Saifeng Qiu Guosheng Sun |
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| Affiliation: | School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, China |
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| Abstract: | 5-Hydroxymethylfurfural was conveniently synthesized by dehydration of D-fructose in a good yield. To further build bioactive derivatives from 5-hydroxymethylfurfural, 2,3-unsaturated glycosides were directly obtained through the Ferrier-rearrange-ment reaction of various glycals. Noticeably, a solid acid catalyst was successfully applied in the preparation of 5-hydroxyme-thylfurfural and then recycled to promote the Ferrier-rearrang-ement reaction, making it possible to achieve two steps of reaction in an eco-friendly manner through the simple process. |
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| Keywords: | Ferrier-rearrangement reaction glycal recyclable solid acid catalyst 2,3-unsaturated glycoside 5-hydroxymethylfurfural |
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