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Copper Powder-Catalyzed Regio- and Stereoselective Aminobromination of a,b-Unsaturated Ketones with TsNH2 and NBS as Nitrogen and Halogen Sources.

  作者 Chen, Zhan-Guo;Wei, Jun-Fa;Li, Run-Tao;Shi, Xian-Ying;Zhao, Peng-Fei;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2009年74-3;  页码  1371-1373  
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[摘要]The regio- and stereoselective aminobromination of a,b-unsatd. ketones catalyzed by copper powder has been established with 4-TsNH2 and NBS as the nitrogen/bromine sources, resp. This method provides an easy access for prepn. of vicinal aminohalo derivs. in the presence of 1 mol% catalyst. Electron-rich a,b-unsatd. ketones afforded the corresponding aminobrominated products in excellent yields (up to 99.8%), revealing that the addn. has an electrophilic feature.

 
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