碱及硅胶联合作用炔丙基色胺环化合成四氢-β-咔啉类生物碱衍生物  

Synthesis of Tetrahydeo-β-Carbolines Through Base and Silica Gel Mediated Cyclization of Propargyltryptamine

作　　者：丁娜 刘永春 谭小菊 李肖肖 赵志刚[1] Ding Na;Liu Yongchun;Tan Xiaoju;Li Xiaoxiao;Zhao Zhigang(College of Chemistry&Environment,Southwest Minzu University,Chengdu 610041,China)

机构地区：[1]西南民族大学化学与环境学院,四川成都610041

出　　处：《山东化工》2020年第24期9-14,共6页Shandong Chemical Industry

基　　金：中央高校基本科研业务费专项基金项目(2020NYB14)。

摘　　要：四氢-β-咔啉是重要的含吲哚骨架的一类生物碱,具有广泛的生物活性和药用价值。本文以炔丙基色胺为原料,在叔丁醇钾的作用下分离得到取代的四氢-β-咔啉衍生物。通过简单的实验验证,该反应是经过了一个色胺联烯的中间体的生成,该中间体在硅胶的作用下关环。目标化合物均经过红外、高分辨质谱、核磁共振氢谱、碳谱确证。Tetrahydeo-β-carbolines are important classes of indole-based alkaloids,which are possessing broad biological activity and pharmaceutical value. Here we reported a new protocol to synthesis of substituted tetrahydeo-β-carbolinesviat-Bu OK mediated cyclization ofpropargyltryptamine. Control experiments showed that the allenamides intermediate was generated first. Then the cyclization of allenamidesproduces the tetrahydeo-β-carbolines under the silica gel. The structures of the target peoductshave been confirmed by IR,HRMS,1 H NMR and13CNMR.

关 键 词：四氢-β-咔啉 炔丙基色胺 色胺联烯 叔丁醇钾 硅胶 

分 类 号：O626[理学—有机化学]