Remarkable rate acceleration of imidazole-promoted Baylis-Hillman reaction involving cyclic enones in basic water solution

被引:124
作者
Luo, SZ
Wang, PG
Cheng, JP [1 ]
机构
[1] Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
[2] Nankai Univ, Dept Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
[3] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA
关键词
D O I
10.1021/jo035345p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Baylis-Hillman reaction of cyclic enones was greatly accelerated in basic water solution with imidazoles. as catalysts, which resulted in short reaction time, high yields, and expanding substrate scopes. Bicarbonate solution was shown to be the optimal reaction medium for the reaction in this study. The apparent "enhanced basicity" of imidazoles accounted for the rate increase in alkaline solution.
引用
收藏
页码:555 / 558
页数:4
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