FeCl3-6H2O-Catalyzed Synthesis of β-Ketothioesters from Chain α-Oxo Ketene Dithioactals  

作　　者：ZHAO Hui 

机构地区：[1]School of Chemistry and Life Science, Anshan Normal University, Anshan 114007, P. R. China [2]Jilin Province Key Laboratory of Organic Functional Molecular Design ＆ Synthesis, Department of Chemistry, Northeast Normal University, Changchun 130024, P. R. China

出　　处：《Chemical Research in Chinese Universities》2017年第5期746-752,共7页高等学校化学研究（英文版）

基　　金：Supported by the Fundamental Research Funds for the Jilin Province Key Laboratory of Organic Functional Molecular Design ＆ Synthesis, China（No.130028652）, the Natural Science Foundation of Liaoning Province, China（No.201602002）, the Foundation of Liaoning Province Education Administration, China（No.L2015003） and the National Natural Science Foundation of China（No.20902010）.

摘　　要：A FeCl3-6H2O-catalyzed synthesis of β-ketothioesters from the hydrolysis reaction of chain α-oxoketene dithioacetals was carried out. Subsequently, we explored the FeCl3-6H2O-catalyzed Friedel-Crafts alkylation of the synthesized fl-ketothioesters with alcohols in CH3CN at 25 ℃, affording the desired α-alkylated fl-ketothioesters in excellent yields. Wide scope of the substrates, use of inexpensive reagents, high yields under mild reaction conditions are notable features of these reactions.A FeCl3-6H2O-catalyzed synthesis of β-ketothioesters from the hydrolysis reaction of chain α-oxoketene dithioacetals was carried out. Subsequently, we explored the FeCl3-6H2O-catalyzed Friedel-Crafts alkylation of the synthesized fl-ketothioesters with alcohols in CH3CN at 25 ℃, affording the desired α-alkylated fl-ketothioesters in excellent yields. Wide scope of the substrates, use of inexpensive reagents, high yields under mild reaction conditions are notable features of these reactions.

关 键 词：Iron（Ⅲ） chloride THIOESTER Ketene dithioacetal HYDROLYSIS Friedel-Crafts alkylation 

分 类 号：O152.7[理学—数学] TB333[理学—基础数学]