Catalytic Methods for Aromatic C-H Amination: An Ideal Strategy for Nitrogen-Based Functional Molecules

被引:445
作者
Jiao, Jiao [1 ,2 ]
Murakami, Kei [1 ,2 ]
Itami, Kenichiro [1 ,2 ,3 ]
机构
[1] Nagoya Univ, Inst Transformat Biomol WPI ITbM, Chikusa Ku, Nagoya, Aichi 4648602, Japan
[2] Nagoya Univ, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan
[3] Nagoya Univ, Itami Mol Nanocarbon Project, JST, ERATO,Chikusa Ku, Nagoya, Aichi 4648602, Japan
关键词
direct aromatic C-H transformation; amination; amidation; imidation; N BOND FORMATION; ONE-POT SYNTHESIS; METAL-FREE ROUTE; INTERMOLECULAR AMINATION; ELECTROPHILIC AMINATION; SULFONYL AZIDES; COUPLING REACTIONS; DIRECT AMIDATION; SIMPLE ARENES; ARYL AZIDES;
D O I
10.1021/acscatal.5b02417
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
Transformations of aromatic compounds into the corresponding amines, amides, and imides through carbon-hydrogen (C-H) bond functionalization represent one of the most step- and atom-economical methods for the synthesis of arylamine compounds. Because arylamines are privileged structures in materials- and biology-oriented functional molecules, the development of novel and efficient synthetic methods for aromatic C-H amination has received significant attention from a wide range of research fields including materials and pharmaceuticals. This review covers recent advances in catalytic aromatic C-H amination reactions. An array of recently developed new reactions are categorized by the nature of aromatic substrates: (1) 5-membered heteroarenes, (2) arenes having a nitrogen moiety in the molecule (intramolecular C-H amination), (3) arenes having a directing group, (4) simple arenes with excess amounts, and (5) simple arenes as the limiting reagents.
引用
收藏
页码:610 / 633
页数:24
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