Experimental and theoretical study on the cyclic(alkyl)(amino)carbene-copper catalyzed Friedel-Crafts reaction ofN,N-dialkylanilines with styrenes

被引:9
作者
Ma, Wentao [1 ]
Zhai, Gaowen [1 ]
Hu, Xingbang [1 ]
Wu, Youting [1 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, Separat Engn Res Ctr, Nanjing 210093, Peoples R China
基金
中国国家自然科学基金;
关键词
CYCLIC (ALKYL)(AMINO)CARBENES; AROMATIC-AMINES; ARYL BROMIDES; GOLD; COMPLEXES; COPPER; ALKYLATION; HYDROARYLATION; CARBOXYLATION; AMINATION;
D O I
10.1039/c9ob02734c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Friedel-Crafts reaction of alkalinous substrates is challenging because of the coordination between amines and traditional acid catalysts. Based on theoretical research, we designed a catalytic process for the Friedel-Crafts reactions ofN,N-dialkylanilines in the presence of CAAC-CuCl [CAAC = cyclic(alkyl)(amino)carbene] and KB(C6F5)(4). Experimental results show that the catalytic system is suitable for a series ofN,N-dialkylanilines and styrenes with good to excellent yields ofpara-selectivity products. The results are comparable to those obtained in carbene-gold catalyzed processes.
引用
收藏
页码:4272 / 4275
页数:4
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