Palladium-Catalyzed Secondary C(sp3)-H Arylation of 2-Alkylpyridines

被引:8
作者
Li, Hong-Liang [1 ]
Kuninobu, Yoichiro [2 ,3 ]
机构
[1] Tianjin Univ, Sch Pharmaceut Sci & Technol, Inst Mol Design & Synth, 92Weijin Rd, Tianjin 300072, Peoples R China
[2] Kyushu Univ, Inst Mat Chem & Engn, 6-1 Kasugakoen, Kasuga, Fukuoka 8168580, Japan
[3] Kyushu Univ, Interdisciplinary Grad Sch Engn Sci, Dept Mol & Mat Sci, 6-1 Kasugakoen, Kasuga, Fukuoka 8168580, Japan
基金
中国博士后科学基金;
关键词
C(sp(3))-H Arylation; Secondary C-H Activation; 2-Alkylpyridine; Aryl Iodide; Palladium; C-H BONDS; ALIPHATIC CARBON-ATOMS; CYCLOPALLADATED COMPLEXES; OXIDATIVE MAGNESIATION; UNACTIVATED C(SP(3))-H; PRIMARY AMINES; ALKYLATION; ACTIVATION; FUNCTIONALIZATION; METALATION;
D O I
10.1002/adsc.202000306
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A pyridyl group-assisted palladium-catalyzed secondary C(sp(3))-H arylation protocol was developed. A substituent at the 3-position of the pyridyl group is proved to be important for promoting C-H arylation and controlling the regioselectivity. Aryl iodides can be used as coupling partners. The reaction proceeded in good to excellent yields with good functional group tolerance, even on the gram-scale. The preliminary asymmetric reaction was investigated using an L-proline derivative as a chiral ligand.
引用
收藏
页码:2637 / 2641
页数:5
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