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

作者：Yu Haifeng^*; Li Tiechun; Liao Peiqiu; Diao Quanping; Xin Guang; Hou Dongyan

来源：Chinese Journal of Organic Chemistry, 2014, 34(5): 956-961.

DOI：10.6023/cjoc201312020

• alpha-oxo ketene dithioacetals
• 3,3-bis(ethylthio)acrylates
• indole derivatives
• necleophilic substitution

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.

• 出版日期2014-5
• 单位鞍山师范学院; 东北师范大学