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Copper Powder-Catalyzed Regio- and Stereoselective Aminobromination of alpha,beta-Unsaturated Ketones with TsNH2 and NBS as Nitrogen and Halogen Sources
Chen, Zhan-Guo1; Wei, Jun-Fa1; Li, Run-Tao2; Shi, Xian-Ying1; Zhao, Peng-Fei1
刊名JOURNAL OF ORGANIC CHEMISTRY
2009-02-06
DOI10.1021/jo8023768
74期:3页:1371-1373
收录类别SCI ; IC ; CCR
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Organic
研究领域[WOS]Chemistry
关键词[WOS]ELECTROPHILIC DIAMINATION ; CINNAMIC ESTERS ; ALKENES ; AMINOHALOGENATION ; OLEFINS ; COMBINATION ; COMPLEX
英文摘要

The regio- and stereoselective aminobromination of alpha,beta-unsaturated ketones catalyzed by copper powder has been established with 4-TsNH2 and NBS as the nitrogen/bromine sources, respectively. This method provides an easy access for preparation of vicinal aminohalo derivatives in the presence of I mol % catalyst. Electron-rich alpha,beta-unsaturated ketones afforded the corresponding aminobrominated products in excellent yields (up to 99.8%), revealing that the addition has an electrophilic feature.

语种英语
WOS记录号WOS:000263004300058
项目编号20572066 ; 2008CXB009
资助机构National Foundation of Natural Science in China ; Innovation Foundation of Postgraduate Cultivation of Shaanxi Normal University
引用统计
被引频次:55[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/68008
专题北京大学药学院
北京大学药学院_化学生物学系
作者单位1.Shaanxi Normal Univ, Sch Chem & Mat Sci, Xian 710062, Peoples R China
2.Peking Univ, Sch Pharmaceut Sci, Beijing 100083, Peoples R China
推荐引用方式
GB/T 7714
Chen, Zhan-Guo,Wei, Jun-Fa,Li, Run-Tao,et al. Copper Powder-Catalyzed Regio- and Stereoselective Aminobromination of alpha,beta-Unsaturated Ketones with TsNH2 and NBS as Nitrogen and Halogen Sources[J]. JOURNAL OF ORGANIC CHEMISTRY,2009,74(3):1371-1373.
APA Chen, Zhan-Guo,Wei, Jun-Fa,Li, Run-Tao,Shi, Xian-Ying,&Zhao, Peng-Fei.(2009).Copper Powder-Catalyzed Regio- and Stereoselective Aminobromination of alpha,beta-Unsaturated Ketones with TsNH2 and NBS as Nitrogen and Halogen Sources.JOURNAL OF ORGANIC CHEMISTRY,74(3),1371-1373.
MLA Chen, Zhan-Guo,et al."Copper Powder-Catalyzed Regio- and Stereoselective Aminobromination of alpha,beta-Unsaturated Ketones with TsNH2 and NBS as Nitrogen and Halogen Sources".JOURNAL OF ORGANIC CHEMISTRY 74.3(2009):1371-1373.
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