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

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

Chemical Research in Chinese Universities ›› 2015, Vol. 31 ›› Issue (1) : 65 -70.

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Chemical Research in Chinese Universities ›› 2015, Vol. 31 ›› Issue (1) : 65 -70. DOI: 10.1007/s40242-015-4341-x
Article

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.

Keywords

Aminobromination / Ethyl α-cyanocinnamate derivative / 1,3-Dibromo-5,5-dimethylhydantoin(DBDMH)

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Zhanguo Chen, Yali Liu, Junli Hu, De’e Liu. Aminobromination of ethyl α-cyanocinnamate derivatives with 1,3-dibromo-5,5-dimethylhydantoin(DBDMH) as nitrogen and halogen sources. Chemical Research in Chinese Universities, 2015, 31(1): 65-70 DOI:10.1007/s40242-015-4341-x

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