Novel reactivity of SeO2 with 1,3-dienes:: Selenophene formation

被引:18
|
作者
Nguyen, TM [1 ]
Guzei, IA [1 ]
Lee, D [1 ]
机构
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 18期
关键词
D O I
10.1021/jo025630t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and efficient method for the synthesis of selenophenes is disclosed. Selenophenes were synthesized in high yields in a single operation from 1,3-dienes containing a carbonyl group at the C-1 position and selenium dioxide. The bidirectional synthesis of selenophenes can also be demonstrated using this method. The selenophene is believed to form via a [4 + 2] cycloaddition between diene and selenium dioxide.
引用
收藏
页码:6553 / 6556
页数:4
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