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标题:A facile synthesis and application of ethyl 6-(bromomethyl)-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate
作者:Yang Li
期刊:Research on Chemical Intermeidates
年份:2015
期卷页码:41卷,第7期,4977–4985页
DOI号:10.1007/s11164-014-1581-1

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A facile synthesis and application of ethyl 6-(bromomethyl)-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate
作者:Li, Y (Li, Yang)


RESEARCH ON CHEMICAL INTERMEDIATES


卷: 41
期: 7
页: 4977-4985
DOI: 10.1007/s11164-014-1581-1

出版年: JUL 2015

查看期刊信息

RESEARCH ON CHEMICAL INTERMEDIATES  

出版商 SPRINGER, VAN GODEWIJCKSTRAAT 30, 3311 GZ DORDRECHT, NETHERLANDS

ISSN: 0922-6168
eISSN: 1568-5675

研究领域 Chemistry



摘要
Visible-light-induced radical bromination of ethyl 6-methyl-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate (1) was effectively conducted with N-bromosuccinimide using a 150-W tungsten bulb as an initiator, leading to the desired monobromo product ethyl 6-(bromomethyl)-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate (2) in good yield of 76 %. Using the present procedure, a 46 % improvement in yield of 2 was achieved when compared with the previous method used by us. In addition, the trace amount of byproduct was isolated and identified as ethyl 9-bromo-6-methyl-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate (3) based on H-1 nuclear magnetic resonance (NMR) spectral analysis. As an extended application of 2, a new synthesis of symmetrical 2-quinolylmethoxyphenyl-containing diethers 11a-c was achieved via Williamson reaction with some dihydroxy arenes (10a-c).

关键词
作者关键词:Radical bromination; Quinoline; N-Bromosuccinimide; Tungsten bulb; Williamson reaction; Diether

KeyWords Plus:LEUKOTRIENE-D4 RECEPTOR ANTAGONISTS; (2-QUINOLINYLMETHOXY)PHENYL-CONTAINING COMPOUNDS; N-BROMOSUCCINIMIDE; AFFINITY; SERIES; DERIVATIVES; BROMINATION; INHIBITORS; WATER; RING

作者信息
通讯作者地址: Li, Y (通讯作者)       Bohai Univ, Inst Superfine Chem, Jinzhou 121000, Peoples R China.


地址:        [ 1 ] Bohai Univ, Inst Superfine Chem, Jinzhou 121000, Peoples R China


电子邮件地址:bhuzh@163.com

基金资助致谢
基金资助机构 授权号
Scientific Research Foundation of the Education Department of Liaoning Province  L2013428  
查看基金资助信息关闭基金资助信息   

The authors would like to thank the Scientific Research Foundation of the Education Department of Liaoning Province (grant no. L2013428) for financial support.

出版商
SPRINGER, VAN GODEWIJCKSTRAAT 30, 3311 GZ DORDRECHT, NETHERLANDS

类别 / 分类
研究方向:Chemistry

Web of Science 类别:Chemistry, Multidisciplinary

文献信息
文献类型:Article

语种:English

入藏号: WOS:000356608700071

ISSN: 0922-6168

eISSN: 1568-5675

期刊信息

目录: Current Contents Connect®
其他信息
IDS 号: CL0DG

Web of Science 核心合集中的 "引用的参考文献": 20

Web of Science 核心合集中的 "被引频次": 0

影响因子 1.221  1.141  
2014  5 年  


JCR® 类别 类别中的排序 JCR 分区
CHEMISTRY, MULTIDISCIPLINARY  92/157  Q3


数据来自第 2014 版 Journal Citation Reports®
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