K<sub>3</sub>PO<sub>4</sub>-Catalyzed Regiospecific Aminobromination of β-Nitrostyrene Derivatives with <i>N</i>-Bromoacetamide as Aminobrominating Agent

Zhanguo Chen, Yun Wang, Junfa Wei, Pengfei Zhao, Xian‐Ying Shi

The Journal of Organic Chemistry · 2010 · 43 citations · 37 references

Concepts

Abstract

A very simple, efficient, and regiospecific protocol for aminobromination of a wide scope of beta-nitrostyrene derivatives with N-bromoacetamide (NBA) as nitrogen/bromine sources has been developed by using K(3)PO(4) as catalyst. The reaction proceeded smoothly and cleanly to give the bromoamines in good to excellent yields (78-99%) within 24 h in CH(2)Cl(2) at room temperature without protection of inert gases. A possible mechanism involving a nucleophilic conjugate addition was proposed.

References

37