Acidity-Controlled Indolylation of 3,3-Bis(ethylthio)acrylate

被引：10
|
作者：
Yu, Haifeng [1 ]
Li, Tiechun [1 ]
Liao, Peiqiu [2 ]
Diao, Quanping [1 ]
Xin, Guang [1 ]
Hou, Dongyan [1 ]
机构：
[1] Anshan Normal Univ, Sch Chem & Life Sci, Anshan 114007, Peoples R China
[2] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 34卷 / 05期
关键词：
alpha-oxo ketene dithioacetals; 3,3-bis(ethylthio)acrylates; indole derivatives; necleophilic substitution; OXO-KETENE DITHIOACETALS; FRIEDEL-CRAFTS ALKYLATION; EFFICIENT SYNTHESIS; INDOLES; ALKENYLATION; ANNULATION; STRATEGY; ODORLESS;
D O I：
10.6023/cjoc201312020
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The acidity controlled indolylation reaction of 3,3-bis(ethylthio)acrylates to selectively yield 3,3-di(indol-3yl)acrylates and 3-(indol-3-yl)-3-oxopropanoates was studied. It showed that 3,3-di(indol-3-yl)acrylates were obtained in good yield under diluted acidity condition when 3,3-bis(ethylthio)acrylates reacted with indole derivatives, while the reaction performed under concentrated acidity produced 3-ethylthio-3-(indol-3-yl)acrylate, which were easily hydrolyzed to supply 3-(indol-3-yl)-3-oxopropanoates in good yield under acid condition.
引用
收藏
页码：956 / 961
页数：6
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