Copper-Catalyzed Radical Reductive Arylation of Styrenes with Aryl Iodides Mediated by Zinc in Water

被引:20
作者
Zhou, Feng [1 ,2 ]
Hu, Xiaoyun [1 ,2 ,3 ]
Zhang, Wanying [1 ,2 ]
Li, Chao-Jun [1 ,2 ]
机构
[1] McGill Univ, Dept Chem, 801 Sherbrooke St West, Montreal, PQ H3A 0B8, Canada
[2] McGill Univ, FQRNT Ctr Green Chem & Catalysis, 801 Sherbrooke St West, Montreal, PQ H3A 0B8, Canada
[3] South Cent Univ Nationalities, Coll Chem & Mat Sci, Wuhan 430074, Hubei, Peoples R China
基金
加拿大自然科学与工程研究理事会;
关键词
ORGANIC-REACTIONS; AQUEOUS-MEDIA; COUPLING REACTIONS; CROSS-COUPLINGS; C-C; ALKYL; CYCLIZATION; OLEFINS; HALIDES; FOCUS;
D O I
10.1021/acs.joc.8b00278
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper/aniline catalyst system enables the radical arylation of styrenes using aryl iodides mediated by zinc in water. This transformation provides an efficient synthetic methodology for the convenient synthesis of diarylethane.
引用
收藏
页码:7416 / 7422
页数:7
相关论文
共 61 条
[1]   THE STRUCTURE AND CONFIGURATION OF DIHYDROXYDIPHENYLMETHANES DERIVED FROM BUTYLATED META-CRESOLS AS EVIDENCED BY INFRARED ABSORPTION [J].
AMBELANG, JC ;
BINDER, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (04) :947-950
[2]  
[Anonymous], ATOM TRANSFER REACTI
[3]  
[Anonymous], RADICALS ORGANIC SYN
[4]  
[Anonymous], LATE TRANSITION META
[5]  
[Anonymous], RADICALS SYNTHESIS
[6]  
[Anonymous], RADICALS ORGANIC S 1
[7]   Harnessing Alkyl Amines as Electrophiles for Nickel-Catalyzed Cross Couplings via C-N Bond Activation [J].
Basch, Corey H. ;
Liao, Jennie ;
Xu, Jianyu ;
Piane, Jacob J. ;
Watson, Mary P. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (15) :5313-5316
[8]   HYDROPHOBIC EFFECTS ON SIMPLE ORGANIC-REACTIONS IN WATER [J].
BRESLOW, R .
ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (06) :159-164
[9]   Organometallic-type reactions in aqueous media mediated by indium: Application to the synthesis of carbohydrates [J].
Chan, TH ;
Isaac, MB .
PURE AND APPLIED CHEMISTRY, 1996, 68 (04) :919-924
[10]   Atom transfer radical cyclisation reactions mediated by copper complexes [J].
Clark, AJ .
CHEMICAL SOCIETY REVIEWS, 2002, 31 (01) :1-11