N-heterocyclic carbene catalyzed Aza-Morita-Baylis-Hillman reaction of cyclic enones with N-tosylarylimines

被引:109
|
作者
He, Lin [1 ]
Jian, Teng-Yue [1 ]
Ye, Song [1 ]
机构
[1] Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Beijing 100080, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 19期
关键词
D O I
10.1021/jo071247i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] N-Heterocyclic carbenes (NHCs) prove to be efficient catalysts for the aza-Morita-B aylis -Hillman (aza-MBH) reaction of cyclopent-2-en-1-one or cyclohex-2-en-1-one with a variety of N-tosylarylimines to give the aza-MBH adduct in high yields. Crossover experiments show NHC can add to N-tosylarylimines in a reversible manner, which allows the addition of NHC to cyclic enones and thus catalyzes the aza-Mortia- Baylis -Hillman reaction.
引用
收藏
页码:7466 / 7468
页数:3
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