WPI-Advanced Institute for Materials Research (WPI-AIMR), Tohoku University , Sendai, 980-8577, Japan.
State Key Laboratory of Fine Chemicals, Dalian University of Technology , Dalian, 116012, China.
Org Lett. 2016 May 20;18(10):2487-90. doi: 10.1021/acs.orglett.6b01067. Epub 2016 May 6.
A novel intramolecular oxidative diamination of bis(2-aminophenyl)acetylene for the synthesis of the structurally intriguing π-conjugated polyheterocyclic scaffold, 5,10-dihydroindolo[3,2-b]indole (DHII), has been developed under Cu(hfacac)2/O2 oxidation systems. The structure design of bis(2-aminophenyl)acetylene bearing both N,N-dimethylamine and primary amine groups is crucial for constructing the corresponding DHII scaffold. Notably, an intermolecular N-methyl transfer from the nitrogen atom of N,N-dimethylamine to the primary amine takes place, which is a critical step for the successful implementation of the present annulation process.
在 Cu(hfacac)2/O2 氧化体系下，开发了一种新颖的双（2-氨基苯基）乙炔分子内氧化二氨化反应，用于合成结构有趣的π共轭多杂环支架 5,10-二氢吲哚[3,2-b]吲哚（DHII）。双（2-氨基苯基）乙炔上同时带有 N,N-二甲基胺和伯胺基团的结构设计对于构建相应的 DHII 支架至关重要。值得注意的是，发生了从 N,N-二甲基胺氮原子到伯胺的分子间 N-甲基转移，这是本环化反应成功实施的关键步骤。
