Pd‐Catalyzed Cyclocarbonylation of 2‐(2‐Bromoaryl)indoles with CO as a C1 Source: Selective Access to 6  H ‐Isoindolo[2,1‐ a ]indol‐6‐ones and Indeno[1,2‐ b ]indol‐10(5  H )‐ones

作者：Shenghai Guo, Li Tao, Fang Wang, Xuesen Fan · 发表于：Chemistry - An Asian Journal · 年份：2016 · DOI：10.1002/asia.201601067 · 被引用次数：31 · 研究领域：Catalytic C–H Functionalization Methods、Synthesis and pharmacology of benzodiazepine derivatives、Synthesis and bioactivity of alkaloids

A highly efficient and regioselective synthetic route to 6 H-isoindolo[2,1-a]indol-6-ones and indeno[1,2-b]indol-10(5 H)-ones through the Pd-catalyzed cyclocarbonylation of 2-(2-bromoaryl)indoles under atmospheric CO pressure has been achieved. Notably, the regioselectivity of the reaction was exclusively dependent on the structural characteristics of the indole substrates. With N-unsubstituted indoles as the starting materials, the reaction afforded 6H-isoindolo[2,1-a]indol-6-ones in good-to-excellent yields. On the other hand, with N-substituted indoles as the substrates, the reaction gave indeno[1,2-b]indol-10(5 H)-ones in a highly regioselective manner.