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Aminobromination of ethyl α-cyanocinnamate derivatives with 1,3-dibromo-5,5-dimethylhydantoin(DBDMH) as nitrogen and halogen sources

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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.

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Authors and Affiliations

  1. Key Laboratory for Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an, 710119, P. R. China

    Zhanguo Chen, Yali Liu, Junli Hu & De’e Liu

Authors
  1. Zhanguo Chen
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  2. Yali Liu
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  3. Junli Hu
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  4. De’e Liu
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Corresponding author

Correspondence to Zhanguo Chen.

Additional information

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, China(No.GK261001095).

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Chen, Z., Liu, Y., Hu, J. et al. Aminobromination of ethyl α-cyanocinnamate derivatives with 1,3-dibromo-5,5-dimethylhydantoin(DBDMH) as nitrogen and halogen sources. Chem. Res. Chin. Univ. 31, 65–70 (2015). https://doi.org/10.1007/s40242-015-4341-x

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  • DOI: https://doi.org/10.1007/s40242-015-4341-x

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