Nickel-Catalyzed Reductive Transamidation of Secondary Amides with Nitroarenes

被引:113
作者
Cheung, Chi Wai [1 ]
Ploeger, Marten Leendert [1 ]
Hu, Xile [1 ]
机构
[1] Ecole Polytech Fed Lausanne, ISIC LSCI, Lab Inorgan Synth & Catalysis, Inst Chem Sci & Engn, BCH 3305, CH-1015 Lausanne, Switzerland
关键词
transamidation; nickel catalysis; reductive coupling; amide synthesis; nitroarenes; N-C CLEAVAGE; ELECTRONICALLY-ACTIVATED AMIDES; PRIMARY CARBOXAMIDES; DIRECT AMIDATION; BOND ACTIVATION; AMINES; HYDROAMINATION; UREAS; ACID;
D O I
10.1021/acscatal.7b02859
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Transmidation is an attractive method for amide synthesis. However, transamidation of secondary amides is challenging. Here, we describe a reductive transamidation method that employs readily available nitro(hetero)arenes as the nitrogen sources, zinc or manganese as reductant, and simple nickel salt and ligand as a catalyst system. The scope of amides includes both alkyl and aryl secondary amides, with high functional group compatibility.
引用
收藏
页码:7092 / 7096
页数:5
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