无过渡金属参与下茚并-[1,2-b]吲哚-10(5H)-酮的合成  

Tansition-Metal-Free Syntheses of Indeno[1,2-b]-indol-10(5H)-one Derivatives

作　　者：姬凌波 王丁众[1] 柴国璧[1] 崔凯[1] 马骥[1] 席辉[1] 胡有持[1] 宗永立[1] 范武[1] 刘俊辉[1] Ji Lingbo;Wang Dingzhong;Chai Guobi;Cui Kai;Ma Ji;Xi Hui;Hu Youehi;Zong Yongli;Fan Wu;Liu Junhui(Zhengzhou Tabacco Research Institute of CNTC,Zhengzhou 450001)

机构地区：[1]中国烟草总公司郑州烟草研究院,郑州450001

出　　处：《化学通报》2018年第12期1127-1131,共5页Chemistry

基　　金：国家自然科学基金项目(21702229)资助

摘　　要：发展了一种从3-(2-溴代苯甲酰基)-吲哚出发在无过渡金属参与下合成茚并吲哚酮类化合物的新方法。在甲苯/四氢呋喃(2∶1)混合溶剂中,3-(2-溴代苯甲酰基)-吲哚、正丁基锂和碘化锌原位生成的2-吲哚锌在碘化锂辅助下与芳基溴化物发生分子内加成-环化反应,合成了一系列取代的茚并-[1,2-b]吲哚-10(5H)-酮类化合物,且均获得了较好的收率。考察了溶剂、卤化锌、添加剂对产率的影响。A convenient method for the preparation of indenoindolones from 3-(2-bromobenzoyl)-indoles without the aid of transition-metal catalysis has been developed.2-Zincioindole reagents,prepared in-situ from 3-(2-bromobenzoyl)-indoles,n-BuLl and ZnI2,were found to undergo intramolecular addition-cyclizing reactions with aryl bromides in the presence of LiI in a mixed solvent consisting of toluene and THF(2:1).Various substituted indeno [1,2-b]indol-10(5H)-ones can be obtained in good yields.The effects of reaction parameters such as solvent,zinc halide and additive on the yield were investigated.

关 键 词：碘化锂 2-吲哚锌 加成-环化 芳基溴 

分 类 号：O626[理学—有机化学]