College of Biological, Chemical Science and Engineering , Jiaxing University , 118 Jiahang Road , Jiaxing 314001 , China.
School of Chemistry and Chemical Engineering , Hunan University of Science and Technology , Xiangtan , 411201 , China.
J Org Chem. 2018 Apr 6;83(7):4092-4098. doi: 10.1021/acs.joc.7b03257. Epub 2018 Mar 12.
Silver-catalyzed stereoselective synthesis of polysubstituted ( Z)-1,2-dihydrobenzo[ cd]indoles from 8-ethynylnaphthalen-1-amines is reported. In this protocol, a series of nitrogen-containing heterocyclic compounds were synthesized by silver-catalyzed α-addition of an alkyne bond with high selectivity and high yields. The synthesized polysubstituted 1,2-dihydrobenzo[ cd]indoles could be easily converted to benzo[ cd]indol-2(1 H)-ones, and both 1,2-dihydrobenzo[ cd]indoles and benzo[ cd]indol- 2(1 H)-ones are biological and pharmaceutical cores.
本文报道了银催化的 8-乙炔基萘-1-胺的立体选择性合成多取代（Z）-1,2-二氢苯并[cd]吲哚。在该方案中，通过银催化的炔键α-加成反应，以高选择性和高产率合成了一系列含氮杂环化合物。合成的多取代 1,2-二氢苯并[cd]吲哚可容易地转化为苯并[cd]吲哚-2(1H)-酮，而 1,2-二氢苯并[cd]吲哚和苯并[cd]吲哚-2(1H)-酮都是生物和药物的核心。
