Ligand-Controlled NiH-Catalyzed Regiodivergent Chain-Walking Hydroalkylation of Alkenes

被引：54
|
作者：
Zhao, Lei [1 ,2 ]
Zhu, Yuqin [1 ,2 ]
Liu, Mengyuan [1 ,2 ]
Xie, Leipeng [1 ,2 ]
Liang, Jimin [1 ,2 ]
Shi, Haoran [1 ,2 ]
Meng, Xiao [1 ,2 ]
Chen, Zhengyang [1 ,2 ]
Han, Jian [3 ]
Wang, Chao [1 ,2 ]
机构：
[1] Tianjin Normal Univ, Tianjin Key Lab Struct & Performance Funct Mol, Tianjin 300387, Peoples R China
[2] Tianjin Normal Univ, Coll Chem, Tianjin 300387, Peoples R China
[3] Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Sch Chem & Chem Engn, State Key Lab Coordinat Chem,Jiangsu Key Lab Adv, Nanjing 210023, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2022年 / 61卷 / 30期
基金：
中国国家自然科学基金;
关键词：
Alkenes; Chain-Walking; Directing Groups; Nickel Catalysis; Regiodivergent; ISOMERIZATION-HYDROBORATION; REMOTE; FUNCTIONALIZATION; HYDROARYLATION; ETHERS;
D O I：
10.1002/anie.202204716
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A NiH-catalyzed migratory hydroalkylation of alkenyl amines with predictable and switchable regioselectivity is reported. By utilizing a ligand-controlled, directing group-assisted strategy, various alkyl units are site-selectively installed at inert sp(3) C-H sites far away from the original C=C bonds. A range of structurally diverse alpha- and beta-branched protected amines are conveniently synthesized via stabilization of 5- and 6-membered nickelacycles respectively. This method exhibits broad scope and high functional group tolerance, and can be applied to late-stage modification of medicinally relevant molecules.
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页数：8
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