Nucleophilic Amination and Etherification of Aryl Alkyl Thioethers

被引:34
作者
Wang, Xia [1 ]
Tang, Yue [1 ]
Long, Cheng-Yu [2 ]
Dong, Wen-Ke [1 ]
Li, Chenchen [1 ]
Xu, Xinhua [1 ]
Zhao, Wanxiang [1 ]
Wang, Xue-Qiang [1 ]
机构
[1] Hunan Univ, Coll Chem & Chem Engn, Mol Sci & Biomed Lab, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China
[2] Northwest Minzu Univ, Coll Chem Engn, Lanzhou 730030, Gansu, Peoples R China
关键词
NICKEL-CATALYZED AMINATION; CROSS-COUPLING REACTIONS; N BOND FORMATION; C-N; ARYLBORONIC ACIDS; REDUCTIVE ELIMINATION; MECHANISTIC INSIGHT; CARBON-SULFUR; LIGAND-FREE; COPPER;
D O I
10.1021/acs.orglett.8b01758
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A transition-metal-free protocol capable of synthesizing diarylated aniline derivatives is reported. This method could be further employed to prepare aryl alkyl ethers. A wide range of thioethers, anilines, as well as alcohols were tolerated thanks to the mild reaction conditions. The strength of our method was demonstrated by performing a gram-scale reaction (20 mmol) followed by conversion of the nitrile group into synthetically useful aldehyde, ketone, and carboxylic acid.
引用
收藏
页码:4749 / 4753
页数:5
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