Alkylation of nitroarenes with Grignard reagents via oxidative nucleophilic substitution of hydrogen

被引:34
|
作者
Makosza, M [1 ]
Surowiec, M [1 ]
机构
[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland
关键词
Grignard reagents; nitro compounds; alkylation; oxydative nucleophilic substitution of hydrogen; oxidation;
D O I
10.1016/S0022-328X(00)00931-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Alkylation of nitroarenes with Grignard reagents via oxidative nucleophilic substitution of hydrogen (ONSH) can be efficiently executed with potasium permanganate in liquid ammonia as an oxidative system for the sigma (H) adducts. The addition of RMgX to ArNO2 of stoichiometry 1:1 is accompanied with a redox process apparently of stoichiometry 2:1. Because of that, real stoichiometry of the reaction between nitroarenes and Grignard reagents is ca. 1:1.5. (C) 2001 Elsevier Science B.V. AH rights reserved.
引用
收藏
页码:167 / 171
页数:5
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