Premium
NaHCO 3 ‐Catalyzed Hihgly Regiospecific Aminobromination of ß,ß‐Dicyanostyrene Derivatives with 1,3‐Dibromo‐5,5‐dimethylhydantoin (DBDMH)
Author(s) -
Chen Zhanguo,
Xia Wei,
Liu De'e,
Liu Yali,
Du Manfei,
Cao Chenxi
Publication year - 2016
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201400526
Subject(s) - chemistry , vicinal , yield (engineering) , catalysis , michael reaction , medicinal chemistry , organic chemistry , combinatorial chemistry , materials science , metallurgy
The aminobromination of β,β‐dicyanostyrene derivetives with 1,3‐dibromo‐5,5‐dimethylhydantoin (DBDMH) has been systematic studied. The reaction afforded the vicinal haloamino products in good to excellent yields at room temperature (the highest yield was up to 94 %), and the full regiospecificity of all products were achieved catalyzed by NaHCO 3 in CH 3 CN. A possible pathway involving a Michael Addition reaction for this aminobromination was proposed.