title: 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.
abstract: 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.
authors: School of Chemistry and Chemical Engineering, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, 46 Jianshe Road, Xinxiang, 453007, P. R. China.
authors: Shenghai
authors: S
authors: Guo
authors: School of Chemistry and Chemical Engineering, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, 46 Jianshe Road, Xinxiang, 453007, P. R. China.
authors: Li
authors: L
authors: Tao
authors: School of Chemistry and Chemical Engineering, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, 46 Jianshe Road, Xinxiang, 453007, P. R. China.
authors: Fang
authors: F
authors: Wang
authors: School of Chemistry and Chemical Engineering, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Henan Normal University, 46 Jianshe Road, Xinxiang, 453007, P. R. China.
authors: Xuesen
authors: X
authors: Fan
keywords: cyclocarbonylation; indolones; palladium; regioselectivity; synthetic methods