1463-60-1Relevant articles and documents
Addition of a Carbene Catalyst to Indole Aryl Aldehyde Activates a Remote δ-sp2 Carbon for Protonation and Formal [4+2] Reaction
Zheng, Pengcheng,Wu, Shuquan,Mou, Chengli,Xue, Wei,Jin, Zhichao,Chi, Yonggui Robin
, p. 5026 - 5029 (2019)
The addition of a carbene catalyst to an indole aryl aldehyde leads to the activation of a remote sp2 carbon that is five atoms away from the catalyst. The unsaturated Breslow intermediate formed between the catalyst and substrate undergoes an internal redox reaction and remote carbon protonation to generate an analogous azolium vinyl enolate intermediate. Subsequent [4+2] reaction with cyclic imine substrates eventually affords multicyclic pyridoindoles as nearly single diastereomers with excellent enantioselectivities.
Highly enantioselective synthesis of functionalized azepino[1,2-a] indoles via NHC-catalyzed [3+4] annulation
Zhu, Shi-Ya,Zhang, Yuanzhen,Chen, Xin-Fa,Huang, Jun,Shi, Shi-Hui,Hui, Xin-Ping
, p. 4363 - 4366 (2019)
The enantioselective [3+4] annulation of 3-formylindol-2-methyl-malonates with 2-bromoenals catalyzed by NHCs is described to afford functionalized azepino[1,2-a]indoles in high yields with excellent enantioselectivities. This method, in which the 3-formyl group in indoles acts as a necessary mediating group, provided cycloaddition products under mild conditions.
Organocatalytic cascade aldimine condensation/[1,6]-hydride transfer/Mannich-type cyclization: Sustainable access to indole-2,3-fused diazocanes
An, Xiao-De,Dong, Pei-Zhen,Liu, Rui-Bin,Qiu, Bin,Wang, Lin-Xuan,Xiao, Jian
, p. 8181 - 8186 (2021/11/01)
An unprecedented organocatalytic cascade aldimine condensation/[1,6]-hydride transfer/Mannich-type cyclization of indole-2-carbaldehydes with o-aminoanilines was developed to assemble polycyclic indole-2,3-fused diazocanes in one step. This novel methodol
