Efficient Synthesis of Biomass-Derived N-Substituted 2-Hydroxymethyl-5-Methyl-Pyrroles in Two Steps from 5-Hydroxymethylfurfural

被引:24
作者
Wozniak, Bartosz [1 ]
Li, Yuehui [2 ]
Hinze, Sandra [1 ]
Tin, Sergey [1 ]
de Vries, Johannes G. [1 ]
机构
[1] Univ Rostock, Leibniz Inst Katalyse, Albert Einstein Str 29a, D-18059 Rostock, Germany
[2] Chinese Acad Sci, State Key Lab Oxo Synth & Select Oxidat, Suzhou Res Inst LICP, LICP, Lanzhou 730000, Gansu, Peoples R China
关键词
Pyrroles; Paal-Knorr synthesis; Heterocycles; Cyclization; Renewable resources; PAAL-KNORR REACTION; CATALYTIC CONVERSION; PYRROLE; LIGANDS; DERIVATIVES; COMPLEXES;
D O I
10.1002/ejoc.201800171
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient two-step synthesis for the conversion of biomass-derived 5-hydroxymethyl-furfural (HMF) to a variety of N-substituted 2-hydroxymethyl-5-methylpyrroles was developed. In the first step, 1-hydroxyhexane-2,5-dione (HHD) was obtained by hydrogenation of HMF and thereafter used in a Paal-Knorr reaction with a range of amines in the absence of catalyst at room temperature. The reaction could potentially be used as a click reaction.
引用
收藏
页码:2009 / 2012
页数:4
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