One-pot formal synthesis of biorenewable terephthalic acid from methyl coumalate and methyl pyruvate

被引：37

作者：

Lee, Jennifer J. ^{[1
]}

Kraus, George A.

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA

来源：

GREEN CHEMISTRY | 2014年 / 16卷 / 04期

关键词：

DIELS-ALDER CYCLOADDITIONS; ALKENES; BIOMASS; ESTERS; TRANSFORMATION; REACTIVITY; AROMATICS; OXIDATION;

D O I：

10.1039/c3gc42487a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Diverse functionalized aromatic compounds are constructed from captodative dienophiles with exclusive regioselectivity. 100% bio-renewable dimethyl terephthalate (DMT) from methyl coumalate and methyl pyruvate is achieved in a one-pot, Diels-Alder/decarboxylation/elimination sequence in nearly quantitative yield. The DMT system is solvent-free and purification is accomplished through recrystallization. DMT hydrolysis reveals the co-monomer terephthalic acid (TPA) as a bio-based drop-in replacement for the polymer industry, avoiding harsh oxidation and petrochemicals.

引用

页码：2111 / 2116

页数：6

共 58 条

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