Tsang W C Peter, Munday Rachel H, Brasche Gordon, Zheng Nan, Buchwald Stephen L
Department of Chemistry, Massachusetts Institute of Technology Cambridge, Massachusetts 02139, USA.
J Org Chem. 2008 Oct 3;73(19):7603-10. doi: 10.1021/jo801273q. Epub 2008 Aug 29.
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.
报道了一种用于不对称咔唑组装的新方法的开发。该策略涉及芳烃C-H键的选择性分子内官能化以及新的芳烃C-N键的形成。咔唑产物的取代模式可通过联芳基酰胺底物的设计来控制，并且该方法与多种官能团兼容。通过从市售原料简洁合成三种天然产物证明了新方法的实用性。
