Use of Acylhydrazine- and Acylhydrazone-Type Ligands to Promote CuI-Catalyzed C-N Cross-Coupling Reactions of Aryl Bromides with N-Heterocycles

被引:44
|
作者
Li, Liuyi [1 ]
Zhu, Lei [1 ,2 ]
Chen, Dagui [1 ]
Hu, Xuelei [2 ]
Wang, Ruihu [1 ]
机构
[1] Chinese Acad Sci, Fujian Inst Res Struct Matter, State Key Lab Struct Chem, Fuzhou 350002, Fujian, Peoples R China
[2] Wuhan Inst Technol, Sch Chem Engn & Pharm, Wuhan 430073, Hubei, Peoples R China
基金
中国国家自然科学基金;
关键词
Copper; Cross-coupling; Ligand design; N; O ligands; Heterocycles; BOND-FORMING REACTIONS; IONIC LIQUIDS; HIGHLY EFFICIENT; NITROGEN NUCLEOPHILES; HETEROARYL BROMIDES; O-ARYLATION; COPPER; ULLMANN; COMPLEXES; PALLADIUM;
D O I
10.1002/ejoc.201100112
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of ten acylhydrazine- and acylhydrazone-type ligands were designed and synthesized. Their electronic and steric properties were easily modified and tuned by varying the substituents in the vicinity of the acylhydrazine and acylhydrazone units. The effect of ligands on the catalytic activity of Ullmann reactions was assessed by using a combination of these ligands with CuI. The catalytic system is very efficient for the C-N coupling reaction of azoles with aryl and heteroaryl bromides.
引用
收藏
页码:2692 / 2696
页数:5
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