3,4-二氢吡喃[3,2-b]-吲哚-2-酮的合成  

Synthesis of 3,4-Dihydropyrano[3,2-b]indol-2-ones

作　　者：李江红[1] 唐美玲 石克金[1] 邓力超 简迅 陈林[1] LI Jianghong;TANG Meiling;SHI Kejin;DENG Lichao;JIAN Xun;CHEN Lin(Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province,Sichuan Industrial Institute of Antibiotics,School of Pharmacy,Chengdu University,Chengdu 610106,China)

机构地区：[1]成都大学药学院(川抗所)抗生素研究与再评价四川省重点实验室,四川成都610106

出　　处：《合成化学》2023年第12期973-981,共9页Chinese Journal of Synthetic Chemistry

基　　金：抗生素研究与再评价四川省重点实验室开放课题资助项目(ARRLKF19-04)。

摘　　要：目前合成3,4-二氢吡喃[3,2-b]-吲哚-2-酮的方法均以卡宾为催化剂。本文以碳酸铯为催化剂,乙腈为反应溶剂,吲哚-3-酮与α,β-不饱和N-酰基琥珀酰亚胺为原料,于25℃条件下发生迈克尔加成反应介导的环化反应,合成3,4-二氢吡喃[3,2-b]-吲哚-2-酮,收率74%~93%,所得化合物的结构经^(1)H NMR,^(13)C NMR和HR-MS表征。该合成方法具有较高的新颖性,对本类物质的合成具有重要的参考价值。At present,the methods for preparing 3,4-dihydropyrano[3,2-b]indol-2-ones were using carbenes as catalysts.In this paper,indoline-3-ones reacted withα,β-unsaturated N-acylated succinimides to deliver 3,4-dihydropyrano[3,2-b]indol-2-ones in yield of 74%~93%at 25℃in acetonitrile via MIRC(Michael-Initiated Ring-Closing)reaction catalysized by caesium carbonate.The obtained compounds were characterized by^(1)HNMR,^(13)CNMR and HR-MS.This method has important reference value for the synthesis of this kind of substances,possessing high novelty.

关 键 词：吲哚-3-酮 α β-不饱和N-酰基琥珀酰亚胺 环化反应 碳酸铯 3 4-二氢吡喃[3 2-b]-吲哚-2-酮 

分 类 号：O62[理学—有机化学]