Li Jun, Yang Yi, Liu Yunxia, Liu Qing, Zhang Lizhi, Li Xinjin, Dong Yunhui, Liu Hui
School of Chemistry & Chemical Engineering, Shandong University of Technology, 266 West Xincun Road, Zibo 255049, P. R. China.
Org Lett. 2021 Apr 16;23(8):2988-2993. doi: 10.1021/acs.orglett.1c00662. Epub 2021 Mar 25.
A palladium/norbornene cooperative catalyzed selective C-H bond amination of aryl iodides was explored, providing an efficient tool for constructing benzocyclic molecules. When -substituted iodobenzene was involved, the C-H bond amination and following Heck cyclization efficiently delivered a 3-methyl-indole scaffold. On the other hand, we realized the controllable synthesis of monoaminated benzo-cyclobutanyl scaffold. The possible coordination of an installed terminal alkenyl group with palladium and steric hindrance were proposed to be responsible for the monoamination selectivity.
探索了钯/降冰片烯协同催化的芳基碘化物选择性C-H键胺化反应，为构建苯环分子提供了一种有效工具。当涉及邻位取代的碘苯时，C-H键胺化反应及随后的Heck环化反应有效地构建了3-甲基吲哚骨架。另一方面，我们实现了单胺化苯并环丁烷基骨架的可控合成。所引入的末端烯基与钯的可能配位作用以及空间位阻被认为是导致单胺化选择性的原因。
