新法合成乙炔型维A酸  

New Method for the Preparation of Acetylenic Retinoids

作　　者：李治章[1] 顾峥[2] 张荣[2] 吴运东[2] 王小勇[1] 蒋海明[1] 向建南[2] 

机构地区：[1]湖南科技学院化学系,永州425100 [2]湖南大学化学传感与计量学国家重点实验室,长沙410082

出　　处：《高等学校化学学报》2009年第3期502-505,共4页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:20472018);教育部博士点基金(批准号:20060532022);湖南省自然科学基金(批准号:07JJ3019)资助

摘　　要：合成了一种新型乙炔型维A酸类化合物,拓展了该类碘代芳香羧酸与苯乙炔直接偶联的无铜Sono-gashira反应.以对溴苯甲酸为底物,研究了无铜条件下PdCl2(PPh3)2的催化性能,在10倍量的哌啶中,对溴苯甲酸、苯乙炔和摩尔分数为4%的PdCl2(PPh3)2在85℃下反应20 min得到99%的偶联分离产率,总收率72%.本方法也适用于相关乙炔型RAs分子的合成,具有操作简单、产率高等优点.Acetylenic RAs is a kind of important drug for treating cancer. In this paper, a novel acetylenic retinoids was synthesized and a directly copper-free Sonogashira coupling between iodoaryl acid and phenylaeetylene was developed. In the absence of Cu （I）, the catalytic coupling of haloaryl carboxylic acids or unactivated aryl bromides with terminal alkynes were shown to occur in the presence of 10 multiple piperi-dine at 85 ℃ within 20 min with PdCl2 （PPh3）2 as catalyst in good yields. The overall yield was 72%. Due to the fact that the reaction is simple and the yield is high, it is applicable to synthesis of other acetylenic RAs.

关 键 词：乙炔型维A酸 SONOGASHIRA反应 PdCl2(PPh3)2催化剂 

分 类 号：O627.8[理学—有机化学]