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K3PO4-Catalyzed Regiospecific Aminobromination of β-Nitrostyrene Derivatives with N-Bromoacetamide as Aminobrominating Agent

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posted on 2010-03-19, 00:00 authored by Zhan-Guo Chen, Yun Wang, Jun-Fa Wei, Peng-Fei Zhao, Xian-Ying Shi
A very simple, efficient, and regiospecific protocol for aminobromination of a wide scope of β-nitrostyrene derivatives with N-bromoacetamide (NBA) as nitrogen/bromine sources has been developed by using K3PO4 as catalyst. The reaction proceeded smoothly and cleanly to give the bromoamines in good to excellent yields (78−99%) within 24 h in CH2Cl2 at room temperature without protection of inert gases. A possible mechanism involving a nucleophilic conjugate addition was proposed.

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