Synthesis of Carbazoles by Copper-Catalyzed Intramolecular C-H/N-H Coupling

被引：187
|
作者：
Takamatsu, Kazutaka [1 ]
Hirano, Koji [1 ]
Satoh, Tetsuya [1 ]
Miura, Masahiro [1 ]
机构：
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 11期
关键词：
N BOND FORMATION; AMINATION; AMIDATION; ARYLATION; FUNCTIONALIZATION; C(SP(3))-H; MECHANISM; INSIGHTS; INDOLES; ARENES;
D O I：
10.1021/ol501037j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A Cu-catalyzed intramolecular C-H amination for the synthesis of carbazoles has been developed. The key to success is the installation of the picolinamide-based directing group, which is spontaneously removed after the coupling event. The Cu catalysis proceeded smoothly under Pd- and I(III)-free conditions, and its mild oxidation aptitude enables the rapid and concise construction of heteroatom-incorporated carbazole core pi-systems.
引用
收藏
页码：2892 / 2895
页数：4
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