N-色胺基3-烯基异吲哚啉酮类衍生物的合成  

Synthesis of N-tryptamine 3-enyl isoindolinone derivatives

作　　者：刘敏[1,3] 李文哲 严映坤 曹镰义 李敏 黄敏[1,3] 张晓梅 LIU Min;LI Wenzhe;YAN Yingkun;CAO Lianyi;LI Min;HUANG Min;ZHANG Xiaomei(Chengdu Institute of Organic Chemistry,Chinese Academy of Sciences,Chengdu 610041,China;Department of Chemistry,Xihua University,Chengdu 610039,China;University of Chinese Academy of Sciences,Beijing 100049,China)

机构地区：[1]中国科学院成都有机化学研究所,四川成都610041 [2]西华大学理学院,四川成都610039 [3]中国科学院大学,北京100049

出　　处：《合成化学》2023年第3期230-237,共8页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21672208)。

摘　　要：异吲哚啉-1-酮由于具有特定的含氮结构骨架,因此在许多天然产物、医药以及具有生物活性的分子中被广泛研究。本文以邻羧基苯乙酮和色胺为起始原料,在对甲苯磺酸催化作用下,经历两步脱水环化得到了N-色胺3-烯基异吲哚啉酮类的化合物。反应操作简单,以中等及以上的收率(57%~78%)得到最终的目标产物,所有产物结构由^(1)H NMR,^(13)C NMR和HR-MS(ESI)确证。Isoindoline 1-one has been widely studied in many natural products,pharmaceuticals,and biologically active molecules due to its specific nitrogen containing structural framework.Using o-carboxyacetophenone and tryptamine as starting materials,N-tryptamine 3-alkenylisoindolinone skeleton compound was obtained through two-step dehydration and cyclization under the catalysis of p-toluenesulfonic acid.The operation was simple,and the final target product was obtained in excellent yield(57%~81%).The structure of all products were confirmed by ^(1)H NMR,^(13)C NMR and HR-MS(ESI).

关 键 词：邻羧基苯乙酮 色胺 异吲哚啉酮 对甲苯磺酸 环化 

分 类 号：O625.6[理学—有机化学]