[1]缪春宝,郑安琪,杨海涛.2-苯甲酰基吲哚的合成研究[J].常州大学学报(自然科学版),2018,30(05):58-63.[doi:10.3969/j.issn.2095-0411.2018.05.008]
 MIAO Chunbao,ZHENG Anqi,YANG Haitao.Investigation on the Synthesis of 2-Bezoylindole[J].Journal of Changzhou University(Natural Science Edition),2018,30(05):58-63.[doi:10.3969/j.issn.2095-0411.2018.05.008]
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2-苯甲酰基吲哚的合成研究()
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常州大学学报(自然科学版)[ISSN:2095-0411/CN:32-1822/N]

卷:
第30卷
期数:
2018年05期
页码:
58-63
栏目:
化学化工
出版日期:
2018-09-28

文章信息/Info

Title:
Investigation on the Synthesis of 2-Bezoylindole
作者:
缪春宝郑安琪杨海涛
常州大学 石油化工学院,江苏 常州 213164
Author(s):
MIAO Chunbao ZHENG Anqi YANG Haitao
School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China
关键词:
2-苯甲酰基吲哚 靛红 α-溴代苯乙酮水解环合
Keywords:
2-benzolyindole isatine α-bromoacetophenone hydrolyitic cyclization
分类号:
O 621.3
DOI:
10.3969/j.issn.2095-0411.2018.05.008
文献标志码:
A
摘要:
2-苯甲酰基吲哚衍生物具有潜在的生物活性,但这文献中的合成方法还普遍存在一些缺点,如使用到昂贵的过渡金属、需无水无氧操作、原料不易得、不易放大操作等。从廉价易得的靛红和α-溴代苯乙酮出发经过N-取代再通过水解来制备通过对靛红的羰基进行保护、然后与α-溴代苯乙酮发生N-取代、再经过脱保护、碱性条件下水解环合4步反应可以高效地合成2-苯甲酰基吲哚。所得产物的结构通过NMR和MS进行了表征。
Abstract:
2-benzoylindole derivatives have potential biological activity, but there are some disadvantages in the reported synthetic methods, such as the use of expensive transition metals, anhydrous anaerobic operation, costly raw materials, and inconvenient to scale up. Herein, an efficient synthesis of 2-benzoylindole from isatine and α-bromoacetophenone was developed through successive protection of the carbonyl group of isatine, N-substitution reaction with α-bromoacetophenone, deprotection, and hydrolyitic cyclization. The structures of the generated products were fully characterized through their NMR and MS spectra.

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备注/Memo

备注/Memo:
收稿日期:2018-03-20。
基金项目:国家自然科学基金青年基金项目资助(21202011)。
作者简介:缪春宝(1978—),女,江苏沭阳人,博士,副教授。E-mail:chunbao@cczu.edu.cn
更新日期/Last Update: 2018-09-28