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
收藏
页码：1349 / 1351
页数：3
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