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

被引：11
|
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
收藏
页码：2829 / 2836
页数：8
相关论文
共 50 条
  • [41] Electrochemical-Promoted Nickel-Catalyzed Reductive Allylation of Aryl Halides
    Chen, Wangzhe
    Ni, Shengyang
    Wang, Yi
    Pan, Yi
    ORGANIC LETTERS, 2022, 24 (20) : 3647 - 3651
  • [42] Palladium-Catalyzed Carbonylative Cross-Coupling of Aryl Iodides and Alkenyl Bromides with Benzyl Halides under Reductive Conditions
    Lin, Tingzhi
    Qian, Pengcheng
    Wang, Yan-En
    Ou, Mingjie
    Cui, Ning
    Ye, Yu
    Hua, Rui
    Xiong, Dan
    Xue, Fei
    Walsh, Patrick J.
    Mao, Jianyou
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (12)
  • [43] Ester Formation via Nickel-Catalyzed Reductive Coupling of Alkyl Halides with Chloroformates
    Zheng, Min
    Xue, Weichao
    Xue, Teng
    Gong, Hegui
    ORGANIC LETTERS, 2016, 18 (23) : 6152 - 6155
  • [44] Nickel-Catalyzed Cross-Coupling of Functionalized Organomanganese Reagents with Aryl and Heteroaryl Halides Promoted by 4-Fluorostyrene
    Benischke, Andreas D.
    Desaintjean, Alexandre
    Juli, Thomas
    Cahiez, Gerard
    Knochel, Paul
    SYNTHESIS-STUTTGART, 2017, 49 (24): : 5396 - 5412
  • [45] Nickel-Catalyzed Cross-Coupling of Aryl Halides with Alkyl Halides: Ethyl 4-(4-(4-methylphenylsulfonamido)- phenyl)butanoate
    Salgueiro, Daniel C.
    Ehehalt, Lauren E.
    Johnson, Keywan A.
    Weix, Daniel J.
    ORGANIC SYNTHESES, 2022, 99 : 215 - 233
  • [46] 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
  • [47] Dinuclear Systems in the Efficient Nickel-Catalyzed Kumada-Tamao-Corriu Cross-Coupling of Aryl Halides
    Matsubara, Kouki
    Yamamoto, Hitomi
    Miyazaki, Satoshi
    Inatomi, Takahiro
    Nonaka, Keita
    Koga, Yuji
    Yamada, Yuji
    Veiros, Luis F.
    Kirchner, Karl
    ORGANOMETALLICS, 2017, 36 (02) : 255 - 265
  • [48] Nickel-Catalyzed Cross-Coupling of Diarylborinic Acids with Aryl Chlorides
    Chen, Xiaofeng
    Ke, Haihua
    Zou, Gang
    ACS CATALYSIS, 2014, 4 (02): : 379 - 385
  • [49] Nickel-Catalyzed Cross-Coupling of Ethyl Chlorofluoroacetate with Aryl Bromides
    Li, Han
    Sheng, Jie
    Wu, Bing-Bing
    Li, Yan
    Wang, Xi-Sheng
    CHEMISTRY-AN ASIAN JOURNAL, 2021, 16 (13) : 1741 - 1744
  • [50] Nickel-Catalyzed Cross-Coupling of Sulfonamides With (Hetero)aryl Chlorides
    McGuire, Ryan T.
    Simon, Connor M.
    Yadav, Arun A.
    Ferguson, Michael J.
    Stradiotto, Mark
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (23) : 8952 - 8956
12345