| 无过渡金属参与下茚并-[1,2-b]吲哚-10(5H)-酮的合成 |
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| 引用本文： | 姬凌波.无过渡金属参与下茚并-[1,2-b]吲哚-10(5H)-酮的合成[J].化学通报,2018,81(12):1127-1131. |
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| 作者姓名： | 姬凌波 |
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| 作者单位： | 中国烟草总公司郑州烟草研究院 |
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| 基金项目： | 国家自然科学基金项目（21702229） |
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| 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。
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| 关 键 词： | 碘化锂 2-吲哚锌 加成-环化 芳基溴 |
| 收稿时间： | 2018/5/7 0:00:00 |
| 修稿时间： | 2018/8/27 0:00:00 |
Tansition-metal-free synthesis of indeno[1,2-b]-indol-10(5H)-one derivatives |
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| Ji lingbo.Tansition-metal-free synthesis of indeno[1,2-b]-indol-10(5H)-one derivatives[J].Chemistry,2018,81(12):1127-1131. |
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| Authors: | Ji lingbo |
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| Institution: | Zhengzhou Tobacco Research Institute of CNTC |
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| Abstract: | 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 indeno1,2-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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| Keywords: | Lithium iodide 2-zincioindole addition-cyclizing aryl bromides |
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