Nickel-Catalyzed Reductive Cross-Coupling of Benzyl Halides with Aryl Halides

被引：8
|
作者：
Zhang, Qingchen [1 ,2 ]
Wang, Xuan [1 ,2 ]
Qian, Qun [1 ,2 ]
Gong, Hegui [1 ,2 ,3 ]
机构：
[1] Shanghai Univ, Ctr Supramol Mat & Catalysis, 99 Shang Da Rd, Shanghai 200444, Peoples R China
[2] Shanghai Univ, Dept Chem, 99 Shang Da Rd, Shanghai 200444, Peoples R China
[3] Tongji Univ, Shanghai Key Lab Chem Assessment & Sustainabil, 1239 Siping Rd, Shanghai 200092, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2016年 / 48卷 / 17期
关键词：
nickel; cross-coupling; arylation; alkyl halide; catalysis; UNACTIVATED ALKYL-HALIDES; SINGLE-ELECTRON TRANSMETALATION; ALLYLIC CARBONATES; KETONE FORMATION; ORGANIC HALIDES; BROMIDES; ACIDS; DIARYLMETHANES; CARBOXYLATION; NUCLEOPHILES;
D O I：
10.1055/s-0035-1562442
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Systematic studies of the coupling of benzylic with aryl halides are presented. The optimized reaction conditions for electron-deficient aryl halides cannot be applied to the electron-rich or neutral counterparts, and vice versa. The excellent functional group tolerance and broad substrate scope may enable the current work to be useful for the construction of diaryl methane products.
引用
下载
收藏
页码：2829 / 2836
页数：8
相关论文
共 50 条
  • [41] Nickel-Catalyzed Kumada Cross-Coupling Reactions of Tertiary Alkylmagnesium Halides and Aryl Bromides/Triflates
    Joshi-Pangu, Amruta
    Wang, Chao-Yuan
    Biscoe, Mark R.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (22) : 8478 - 8481
  • [42] Mechanism and Selectivity in Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Halides with Alkyl Halides
    Biswas, Soumik
    Weix, Daniel J.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (43) : 16192 - 16197
  • [43] Preparation of Functionalized Aryl Iron(II) Compounds and a Nickel-Catalyzed Cross-Coupling with Alkyl Halides
    Wunderlich, Stefan H.
    Knochel, Paid
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (51) : 9717 - 9720
  • [44] Nickel-Catalyzed Desulfonylative Reductive Cross-Coupling of Aryl Sulfones with Aryl Bromides
    Huang, Xinmiao
    Tang, Ling
    Song, Zhiyong
    Jiang, Shuangshuang
    Liu, Xianmao
    Ma, Ming
    Chen, Bo
    Ma, Yuanhong
    ORGANIC LETTERS, 2023, : 1198 - 1203
  • [45] Cobalt-Catalyzed Reductive Cross-Coupling Between Styryl and Benzyl Halides
    Cai, Yingxiao
    Benischke, Andreas D.
    Knochel, Paul
    Gosmini, Corinne
    CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (02) : 250 - 253
  • [46] Nickel-catalyzed cross-coupling reactions of secondary alkyl halides.
    Fu, GC
    Zhou, JR
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 228 : U30 - U30
  • [47] Nickel-catalyzed asymmetric reductive arylation of α-chlorosulfones with aryl halides
    Sun, Deli
    Ma, Guobin
    Zhao, Xinluo
    Lei, Chuanhu
    Gong, Hegui
    CHEMICAL SCIENCE, 2021, 12 (14) : 5253 - 5258
  • [48] Nickel-Catalyzed Reductive Cross-Coupling of Heteroaryl Chlorides and Aryl Chlorides
    Mirabi, Bijan
    Marchese, Austin D.
    Lautens, Mark
    ACS CATALYSIS, 2021, 11 (20) : 12785 - 12793
  • [49] Nickel-Catalyzed Reductive Coupling of Aryl Halides with Secondary Alkyl Bromides and Allylic Acetate
    Wang, Shulin
    Qian, Qun
    Gong, Hegui
    ORGANIC LETTERS, 2012, 14 (13) : 3352 - 3355
  • [50] Preparation of Vinyl Arenes by Nickel-Catalyzed Reductive Coupling of Aryl Halides with Vinyl Bromides
    Liu, Jiandong
    Ren, Qinghua
    Zhang, Xinghua
    Gong, Hegui
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (50) : 15544 - 15548
12345