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

作者信息

Tsang W C Peter, Munday Rachel H, Brasche Gordon, Zheng Nan, Buchwald Stephen L

机构信息

Department of Chemistry, Massachusetts Institute of Technology Cambridge, Massachusetts 02139, USA.

出版信息

J Org Chem. 2008 Oct 3;73(19):7603-10. doi: 10.1021/jo801273q. Epub 2008 Aug 29.

Abstract

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 a variety of functional groups. The utility of the new protocol was demonstrated by the concise synthesis of three natural products from commercially available materials.

摘要

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