Palladium/Norbornene Catalyzed ortho Amination/Cyclization of Aryl Iodide: Process to 3-Methyl-indole Derivates and Controllable Reductive Elimination against the Second Amination
Palladium/Norbornene Catalyzed ortho Amination/Cyclization of Aryl Iodide: Process to 3-Methyl-indole Derivates and Controllable Reductive Elimination against the Second Amination
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DOI：
10.1021/acs.orglett.1c00662
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发表时间：
2021-03-25
期刊：
影响因子：
5.2
通讯作者：
Liu, Hui
中科院分区：
文献类型：
--
作者：
Li, Jun;Yang, Yi;Liu, Hui
探索了钯/降冰片烯协同催化芳基碘的选择性C-H键胺化反应，为构建苯环分子提供了一种有效的工具。当含有邻位取代的碘苯时，C-H键胺化和随后的Heck环化有效地合成了3-甲基吲哚支架。另一方面，实现了单胺基苯并环丁基支架的可控合成。研究表明，端烯基团可能与钯和空间位阻配位是导致单胺反应选择性的原因。
A palladium/norbornene cooperative catalyzed selective C-H bond amination of aryl iodides was explored, providing an efficient tool for constructing benzocyclic molecules. When ortho-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.