Synthesis of Aryl Thiocyanates via Copper-Catalyzed Aerobic Oxidative Cross-Coupling between Arylboronic Acids and KSCN

被引:51
|
作者
Sun, Nan [1 ]
Zhang, Han [1 ]
Mo, Weimin [1 ]
Hu, Baoxiang [1 ]
Shen, Zhenlu [1 ]
Hu, Xinquan [1 ,2 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn & Mat Sci, Hangzhou 310014, Zhejiang, Peoples R China
[2] Chinese Acad Sci, State Key Lab Oxo Synth & Select Oxidat, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China
关键词
aryl thiocyanates; arylboronic acids; potassium thiocyanate; copper acetate; oxidative cross-coupling reaction; BORONIC ACIDS; ROOM-TEMPERATURE; CUPRIC ACETATE; AQUEOUS-MEDIA; EFFICIENT; ALKYL; ARYLATION; THIOLS; ESTERS; HETEROCYCLES;
D O I
10.1055/s-0033-1338939
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new protocol for the preparation of aryl thiocyanates by the cross-coupling reaction of arylboronic acids with KSCN salt is described. The coupling reaction was catalyzed by 20 mol% of copper acetate in the presence of 2.0 equivalents 4-methylpyridine serving both as ligand and base under 0.2 MPa of molecular oxygen. A variety of arylboronic acids, including those with substituents at ortho position, were suitable under the reaction conditions.
引用
收藏
页码:1443 / 1447
页数:5
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