Chemoselective Bromodecarboxylation ofα-Carboxy-α-cinnamoyl Ketene Cyclic Dithioacetals  

作　　者：WANG Mang XU Xian-xiu LIU Qun YANG Xiao-xia 

机构地区：[1]Faculty of Chemistry, Northeast Normal University, Changchun 130024, P. R. China

出　　处：《Chemical Research in Chinese Universities》2005年第5期626-629,共4页高等学校化学研究（英文版）

基　　金：Supported by the National Natural Science Foundation of China(No. 29862004) ;Scientific and Technological DevelopmentProgram Foundation of Jilin Province(No. 20040565).

摘　　要：α-Oxoketene dithioacetals（ compound 1 ） are versatile synthons for organic synthesis due to their specially structural characteristic, that is, the masked ketene is conjugated with the convertible carbonyl in their molecules. Although there have been numerous reports covering the reactions in which they have been taken as 1,3-electrophiles, the reaction at the α-carbon atom of α-oxoketene dithioacetals has seldom been investigated. Junjappa and co-workers found the α- bromination of compound 2 in the presence of NBS led to α-aroyl-α-bromo ketenedithioacetals. However, the flexibility of the functional groups at the α-carbon atom of compound 2 are still limited.α-Oxoketene dithioacetals（ compound 1 ） are versatile synthons for organic synthesis due to their specially structural characteristic, that is, the masked ketene is conjugated with the convertible carbonyl in their molecules. Although there have been numerous reports covering the reactions in which they have been taken as 1,3-electrophiles, the reaction at the α-carbon atom of α-oxoketene dithioacetals has seldom been investigated. Junjappa and co-workers found the α- bromination of compound 2 in the presence of NBS led to α-aroyl-α-bromo ketenedithioacetals. However, the flexibility of the functional groups at the α-carbon atom of compound 2 are still limited.

关 键 词：CHEMOSELECTIVE Bromodecarboxylation α-Carboxy-α-cinnamoyl ketene cyclic dithioacetal 

分 类 号：O622.4[理学—有机化学]