Ring expansion and ring contraction observed in isopropenyldihydrofuran derivatives

被引:2
|
作者
Yamaguchi, S [1 ]
Sugioka, Y [1 ]
Kitagawa, Y [1 ]
Matsumoto, Y [1 ]
Yokoyama, H [1 ]
Hirai, Y [1 ]
机构
[1] Toyama Univ, Fac Sci, Dept Chem, Toyama 930, Japan
关键词
D O I
10.1246/bcsj.70.2777
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An intramolecular anhydride formation in 5-isopropenyl-4,5-dihydrofuran-2,3-dicarboxylic acid caused a new ring expansion to give 4,7-dihydro-6-methyloxepin-2,3-dicarboxylic anhydride (2b). An aminolysis of 2b with benzylamine gave a mixture of two isomeric carboxamides, N-benzyl-4,7-dihydro-6-methyloxepin-2-carboxamide and trans-1(benzyloxamoyl)-2-isopropenylcyclopropane. Also, the ring expansion and ring contraction are discussed.
引用
收藏
页码:2777 / 2780
页数:4
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