Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, China.
J Org Chem. 2011 May 6;76(9):3174-80. doi: 10.1021/jo200014v. Epub 2011 Mar 25.
An efficient strategy for the synthesis of a variety of 2-animobenzimidazole derivatives has been developed. The reaction proceeded from o-haloanilines and carbodiimides via copper(I)-catalyzed domino reaction in the presence of tert-butoxide to afford the corresponding 2-animobenzimidazole derivatives in good to excellent yields. o-Haloanilines could be o-iodoaniline, o-bromoaniline, and o-chloroaniline derivatives. Carbodiimides could be symmetrical and unsymmetrical substrates with aryl or alkyl substituents. The reaction exhibited a good regioselectivity when unsymmetrical carbodiimides were employed.
一种高效的合成各种 2-取代苯并咪唑衍生物的策略已经被开发出来。该反应由邻卤苯胺和碳二亚胺在叔丁醇盐存在下通过铜（I）催化的多米诺反应进行，以良好至优异的收率得到相应的 2-取代苯并咪唑衍生物。邻卤苯胺可以是邻碘苯胺、邻溴苯胺和邻氯苯胺衍生物。碳二亚胺可以是带有芳基或烷基取代基的对称和不对称底物。当使用不对称碳二亚胺时，反应表现出良好的区域选择性。
