Palladium-catalyzed method for the synthesis of carbazoles via tandem C-H functionalization and C-N bond formation

被引:265
作者
Tsang, W. C. Peter [1 ]
Munday, Rachel H. [1 ]
Brasche, Gordon [1 ]
Zheng, Nan [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
基金
美国国家卫生研究院;
关键词
D O I
10.1021/jo801273q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The development of a new method for the assembly of unsymmetrical carbazoles is reported. The strategy involves the selective intramolecular functionalization of an arene C-H bond and the formation of a new arene C-N bond. The substitution pattern of the carbazole product can be controlled by the design of the biaryl amide substrate, and the method is compatible with it variety of functional groups. The utility of the new protocol was demonstrated by the concise synthesis of three natural products from commercially available materials.
引用
收藏
页码:7603 / 7610
页数:8
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