CHEMISTRY OF ORTHO-BENZOQUINONES .3. REACTIONS WITH FURANS AND AN ISOBENZOFURAN

被引:37
作者
HORSPOOL, WM
TEDDER, JM
DIN, ZU
机构
[1] Department of Chemistry, The University
[2] Department of Chemistry, The University, St. Andrews
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 13期
关键词
D O I
10.1039/j39690001694
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of tetrachloro-1,2-benzoquinone and 1,2-benzoquinone with furan, 2-methylfuran, and 2,5-diphenylfuran are reported. Dihydrofurobenzodioxin adducts are isolated in most cases. The reaction of 1,2-benzoquinone with 2-methylfuran is shown to be solvent dependent; in the presence of a trace of ethanol, addition of ethanol to the dihydrofurobenzodioxin takes place. A two-step mechanism is proposed and exemplified by the observed ring-opening reaction of the quinones with an isobenzofuran.
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页码:1694 / &
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