2-BENZOPYRAN-3-ONES STABILIZED BY ALKOXY SUBSTITUENTS

被引:8
作者
BRADSHAW, DP [1 ]
JONES, DW [1 ]
TIDESWELL, J [1 ]
机构
[1] UNIV LEEDS,SCH CHEM,LEEDS LS2 9JT,W YORKSHIRE,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 01期
关键词
D O I
10.1039/p19910000169
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In contrast to the corresponding compounds lacking alkoxy substituents, the 2-benzopyran-3-ones 5, 6, 7 and 9 are stable and easily isolated. In contrast to the 6-methoxy derivative 7, the 7-methoxy isomer 8 cannot be isolated; the stablising effect of the 6,7-methylenedioxy group in 5 and 9 is therefore due to the alkoxy group at C-6. This is consistent with a donor-acceptor interaction involving the C-6 alkoxy group and the pyrone carbonyl which decreases reactivity towards nucleophilic attack by water.
引用
收藏
页码:169 / 173
页数:5
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