The synthesis of HMF-based -amino phosphonates via one-pot Kabachnik-Fields reaction

被引：28

作者：

Fan, Weigang ^{[1
]}

Queneau, Yves ^{[1
]}

Popowycz, Florence ^{[1
]}

机构：

[1] Univ Lyon 1, Univ Lyon, INSA Lyon, ICBMS,UMR 5246,CNRS,CPE Lyon, Batiment Lederer, F-69622 Villeurbanne, France

来源：

RSC ADVANCES | 2018年 / 8卷 / 55期

关键词：

ALPHA-AMINOPHOSPHONIC ACIDS; SELECTIVE OXIDATION; MULTICOMPONENT REACTIONS; EFFICIENT ROUTE; 2,5-FURANDICARBOXYLIC ACID; STEREOSELECTIVE-SYNTHESIS; CATALYTIC TRANSFORMATION; PLATFORM CHEMICALS; AEROBIC OXIDATION; METHYL-ESTER;

D O I：

10.1039/c8ra05983g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first use of biomass-derived HMF in the one-pot Kabachnik-Fields reaction is reported here. A wide range of furan-based -amino phosphonates were prepared in moderate to excellent yields under mild, effective and environmentally-benign conditions: iodine as a non-metal catalyst, biobased 2-MeTHF as the solvent and room or moderate temperature. The hydroxymethyl group of HMF persists in the Kabachnik-Fields products, widening the scope of further modification and derivatization compared to those arising from furfural. Issues involving the diastereoselectivity and double Kabachnik-Fields condensation were also faced.

引用

页码：31496 / 31501

页数：6

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