磷酸催化的3-芳基吲哚酮与联烯酰胺的加成反应  

Catalytic Addition Reactions of 3-Aryloxindoles with Allenamides by Phosphoric Acid

作　　者：杨帆[1] 曹阳[1,2] 李红亮 YANG Fan;CAO Yang;LI Hong-liang(School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China;Jiangsu Key Laboratory of Marine Pharmaceutical Compound Screening, Jiangsu Ocean University, Lianyungang 222005, China)

机构地区：[1]天津大学药物科学与技术学院,天津300072 [2]江苏海洋大学江苏省海洋药物筛选重点实验室,江苏连云港222005

出　　处：《合成化学》2021年第12期1045-1052,共8页Chinese Journal of Synthetic Chemistry

基　　金：中国博士后科学基金资助项目(2018M641642)。

摘　　要：3′3-二取代吲哚酮类化合物是一类重要的有机合成中间体,是许多天然生物碱或者药物的结构母核,该类化合物的合成是为近十几年研究的热点之一。3-取代吲哚酮的直接官能化是合成3′3-二取代吲哚酮类化合物常用的方法之一,以3-芳基吲哚酮与联烯酰胺为底物,磷酸为催化剂,室温条件下,通过一步加成反应得3′3-二取代吲哚酮类化合物,收率60%~70%,该反应的原料廉价易得,反应条件温和,经济高效,符合原子经济学的理念。The 3′3-disubstituted oxindole derivatives are important organic synthesis intermediates found in in many natural alkaloids and drugs,the synthesis of these compounds has become one of the research hotspots in recent decades.The direct functionalization of 3-monosubstituted oxindoles is one of the commonly used methods for the synthesis of 3′3-disubstituted indolones.Treating the 3-aryl oxindoles with allenamides in the presence of phosphoric acid at room temperature could deliver the corresponding 3′3-disubstituted oxindole derivatives in good yields 60%~70%.Raw materials of the reaction are cheap and readily available,the reaction conditions are mild,economical and efficient,which is matching the requirements of atomic economy.

关 键 词：联烯酰胺 3-芳基吲哚酮 磷酸催化 吲哚酮类化合物 中间体 合成 

分 类 号：O621.3[理学—有机化学]