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高等学校化学研究 ›› 2015, Vol. 31 ›› Issue (1): 65-70.doi: 10.1007/s40242-015-4341-x

• Articles • 上一篇    下一篇

Aminobromination of Ethyl α-Cyanocinnamate Derivatives with 1,3-Dibromo-5,5-dimethylhydantoin(DBDMH) as Nitrogen and Halogen Sources

CHEN Zhanguo, LIU Yali, HU Junli, LIU De'e   

  1. Key Laboratory for Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710119, P. R. China
  • 收稿日期:2014-09-15 修回日期:2014-10-08 出版日期:2015-02-01 发布日期:2014-11-03
  • 通讯作者: CHEN Zhanguo, E-mail:chzhg@snnu.edu.cn E-mail:chzhg@snnu.edu.cn
  • 基金资助:

    Supported by the Natural Science Foundation of Shaanxi Province, China(No.2009JM2001), the Innovation Foundation of Pastgraduate Cultivation of Shaanxi Normal University, China(No.2008CXB009) and the Fundamental Research Funds for the Central Universities of China(No.GK261001095).

Aminobromination of Ethyl α-Cyanocinnamate Derivatives with 1,3-Dibromo-5,5-dimethylhydantoin(DBDMH) as Nitrogen and Halogen Sources

CHEN Zhanguo, LIU Yali, HU Junli, LIU De'e   

  1. Key Laboratory for Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710119, P. R. China
  • Received:2014-09-15 Revised:2014-10-08 Online:2015-02-01 Published:2014-11-03
  • Contact: CHEN Zhanguo, E-mail:chzhg@snnu.edu.cn E-mail:chzhg@snnu.edu.cn
  • Supported by:

    Supported by the Natural Science Foundation of Shaanxi Province, China(No.2009JM2001), the Innovation Foundation of Pastgraduate Cultivation of Shaanxi Normal University, China(No.2008CXB009) and the Fundamental Research Funds for the Central Universities of China(No.GK261001095).

摘要:

1,3-Dibromo-5,5-dimethylhydantoin(DBDMH) was found to be a new and efficient nitrogen/halogen source for the aminobromination of ethyl α-cyanocinnamate derivatives catalyzed by K3PO4. The reaction afforded the aminobrominated products in high yields at room temperature, and the full regiospecificity of all the products were achieved. A possible pathway involving a Michael addition for this aminobromination was suggested.

关键词: Aminobromination, Ethyl α-cyanocinnamate derivative, 1,3-Dibromo-5,5-dimethylhydantoin(DBDMH)

Abstract:

1,3-Dibromo-5,5-dimethylhydantoin(DBDMH) was found to be a new and efficient nitrogen/halogen source for the aminobromination of ethyl α-cyanocinnamate derivatives catalyzed by K3PO4. The reaction afforded the aminobrominated products in high yields at room temperature, and the full regiospecificity of all the products were achieved. A possible pathway involving a Michael addition for this aminobromination was suggested.

Key words: Aminobromination, Ethyl α-cyanocinnamate derivative, 1,3-Dibromo-5,5-dimethylhydantoin(DBDMH)