Transition-metal free umpolung carbon-nitrogen versus carbon-chlorine bond formation

被引:5
|
作者
Sirois, John J. [1 ]
DeBoef, Brenton [1 ]
机构
[1] Univ Rhode Isl, Dept Chem, Kingston, RI 02881 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
Metal-free; Grignard reagent; Chloroamine; Amination; CATALYZED ELECTROPHILIC AMINATION; ARYL CHLORIDES; ARYLATION; AMINES;
D O I
10.1016/j.tetlet.2015.08.053
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The formation of carbon-nitrogen (C-N) bonds via an umpolung substitution reaction has been achieved at -78 degrees C without the need for catalysts, ligands, or additives. The scope is limited to aryl Grignard reagents with N-chloroamines. The findings in this manuscript serve as a reference point for all C-N bond formations involving N-chloroamines and organometallic reagents. Knowing the yields of uncatalyzed reactions will be useful when determining the success of future catalytic methods. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5610 / 5612
页数:3
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