NaBr/DMSO-Induced Synthesis of 2,5-Diformylfuran from Fructose or 5-(Hydroxymethyl)furfural

被引：67

作者：

Laugel, Caroline ^{[1
,2
]}

Estrine, Boris ^{[1
]}

Le Bras, Jean ^{[2
]}

Hoffmann, Norbert ^{[2
]}

Marinkovic, Sinisa ^{[1
]}

Muzart, Jacques ^{[2
]}

机构：

[1] Agroind Rech & Dev, Green Chem Dept, F-51110 Pomacle, France

[2] Univ Reims, CNRS, Inst Chim Mol Reims, UMR 7312,UFR Sci Exactes & Nat, F-51100 Reims, France

来源：

CHEMCATCHEM | 2014年 / 6卷 / 05期

关键词：

2; 5-diformylfuran; carbohydrates; fructose; oxidation; oxygen heterocycles; SOLID ACID CATALYSTS; ONE-POT; DIMETHYL-SULFOXIDE; CONVERSION; BIOMASS; CHEMICALS; DEHYDRATION; DERIVATIVES; WATER;

D O I：

10.1002/cctc.201400023

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

2,5-Diformylfuran (DFF) was obtained by heating a solution of 5-(hydroxymethyl)furfural in DMSO. The addition of acids or salts improved the selectivity, especially if bromides were employed. Good yields of DFF were obtained with HBr or NaBr as the catalyst. One-pot procedures were developed from fructose, which led to DFF in medium yields. This transformation occurs through the formation of 5-(bromomethyl)furan-2-carbaldehyde followed by a Kornblum-type reaction. In the presence of bromide salts, the insitu formation of the catalyst involves the thermolysis of DMSO and the association of the resulting strong acids with the bromides.

引用

页码：1195 / 1198

页数：4

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