Synthesis of Polysubstituted Benzenes from 2-Pyrone-4,6-dicarboxylic Acid

被引：16

作者：

Okura, Keisho ^{[1
,2
]}

Tamura, Ryuichi ^{[1
]}

Shigehara, Kiyotaka ^{[3
]}

Masai, Eiji ^{[4
]}

Nakamura, Masaya ^{[5
]}

Otsuka, Yuichiro ^{[5
]}

Katayama, Yoshihiro ^{[6
]}

Nakao, Yoshiaki ^{[1
,7
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Nishikyo Ku, Kyoto 6158510, Japan

[2] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan

[3] Tokyo Univ Agr & Technol, Grad Sch Engn, Koganei, Tokyo 1848588, Japan

[4] Nagaoka Univ Technol, Dept Bioengn, Nagaoka, Niigata 9402188, Japan

[5] Forestry & Forest Prod Res Inst, Tsukuba, Ibaraki 3058687, Japan

[6] Nihon Univ, Coll Bioresource Sci, Fujisawa, Kanagawa 2520880, Japan

[7] Japan Sci & Technol Agcy, PRESTO, Kawaguchi, Saitama 3320012, Japan

来源：

CHEMISTRY LETTERS | 2014年 / 43卷 / 08期

关键词：

INTERMOLECULAR ORBITAL THEORY; METABOLIC INTERMEDIATE; CONJUGATED SYSTEMS; CYCLOADDITION; LIGNIN;

D O I：

10.1246/cl.140427

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cycloaddition reactions of a lignin-derived pyrone derivative, 2-pyrone-4,6-dicarboxylic acid, and its dimethyl ester with alkenyl acetates and alkynes under thermal conditions proceed with decarboxylation to give isophthalic acids and various mono- and disubstituted isophthalates. A ruthenium complex catalyzes the reaction with alkynes under milder conditions and affords products with different regioselectivity from that observed under thermal conditions.

引用

页码：1349 / 1351

页数：3

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