Chemoselective reduction of aromatic nitro and azo compounds in ionic liquids using zinc and ammonium salts

被引:127
作者
Khan, FA [1 ]
Dash, J [1 ]
Sudheer, C [1 ]
Gupta, RK [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India
关键词
ionic liquids; zinc; reduction; nitroarenes; anilines; azo compounds; hydrazobenzenes;
D O I
10.1016/j.tetlet.2003.08.080
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nitroarenes were chemoselectively reduced to the corresponding amines using zinc and aqueous ammonium salts in ionic liquids as a safe and recyclable reaction medium. Our results specify the effect of ammonium salts in the process; the combination of Zn/NH4Cl in [bmim][PF6] or Zn/HCO2NH4 in [bmim][BF4] were the suitable conditions for the reduction of nitroarenes. Azobenzenes were also smoothly reduced to hydrazobenzenes with Zn/HCO2NH4 (aq.) in recyclable [bmim][BF4] without any over reduction to the corresponding anilines. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7783 / 7787
页数:5
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