姬凌波.化学通报,2018,81(12):1127-1131.
无过渡金属参与下茚并-[1,2-b]吲哚-10(5H)-酮的合成
Tansition-metal-free synthesis of indeno[1,2-b]-indol-10(5H)-one derivatives
投稿时间:2018-05-07  修订日期:2018-08-27
DOI:
中文关键词:  碘化锂 2-吲哚锌 加成-环化 芳基溴
英文关键词:Lithium iodide, 2-zincioindole, addition-cyclizing, aryl bromides
基金项目:国家自然科学基金项目(21702229)
作者单位E-mail
姬凌波* 中国烟草总公司郑州烟草研究院 447673232@qq.com 
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中文摘要:
      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、正丁基锂和碘化锌现场生成的2-吲哚锌,在碘化锂协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,且均获得了不错的收率。考察了溶剂、卤化锌、添加剂对产率的影响。
英文摘要:
      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-BuLi 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 substitued indeno[1,2-b]indol-10(5H)-ones can be obtained in good yields. The reaction parameters such as solvent, zinc halide and additive were studied.
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