Recent advances in nickel catalyzed Suzuki-Miyaura cross coupling reaction via C-O& C-N bond activation

被引:16
作者
Baviskar, Bhushan A. [1 ]
Ajmire, Prashant V. [2 ]
Chumbhale, Deshraj S. [3 ]
Khan, Mohammad Sadat [4 ]
Kuchake, Vitthal G. [4 ]
Singupuram, Madhavi [5 ]
Laddha, Purushottam R. [6 ]
机构
[1] Govt Coll Pharm, Dept Pharmaceut Chem, Amravati 444604, Maharashtra, India
[2] Dr Rajendra Gode Inst Pharm, Dept Pharm, Amravati 444604, Maharashtra, India
[3] Amrutvahini Coll Pharm, Dept Pharm, Ahmednagar 422608, Maharashtra, India
[4] OJAS Coll Pharm, Dept Pharmaceut Chem, Jalna 431203, Maharashtra, India
[5] Andhra Univ, Dept Organ Chem, Vishakhapatnam 530003, Andhra Pradesh, India
[6] Laddhad Coll Pharm, Dept Pharmaceut Chem, Buldhana 443001, Maharashtra, India
来源
SUSTAINABLE CHEMISTRY AND PHARMACY | 2023年 / 32卷
关键词
Suzuki-miyaura coupling; Transition metal catalysis; Earth abundant metals; C-O & C-N bond activation; DECARBOXYLATIVE ALKYLATION; DECARBONYLATIVE BORYLATION; PALLADIUM; AMIDES; ARYL; ESTERS; CLEAVAGE; LIGAND; PROTODEBORONATION; INTERCONVERSION;
D O I
10.1016/j.scp.2022.100953
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Research on transition metal catalysis is advancing day by day. Unlike the conventional precious metal based catalysis, the researchers are now focussing on exploring the applicability of earthabundant first row transition elements as catalysts for C-C coupling reactions. Among them, the Suzuki-Miyaura coupling reaction greatly impacts the industrial catalytic processes. Nickel catalyzed Suzuki-Miyaura coupling is a great topic of interest for organic chemists over the last few decades. But, the mitigation of halogen waste is the major environmental concern associated with the traditional Suzuki coupling reaction. In this concern, various abundant and cheap electrophiles such as carboxylic acid derivatives, phenol derivatives, and amides have a remarkable priority in replacing the organic halides. In this strategy, the core C-O and C-N bonds were activated to form the C-C coupling products. Based on the advantages of Ni-catalysis, the research is directed towards exploring the various Ni-based catalytic systems for the successful Suzuki coupling reaction by activating C-O and C-N bonds. The recent reports are highly motivated toward green metrics. In the current review, we would like to summarize the recent advances in the Nicatalyzed Suzuki coupling via C-O and C-N bond activation.
引用
收藏
页数:19
相关论文
共 103 条
  • [21] Catalysts made of earth-abundant elements (Co, Ni, Fe) for water splitting: Recent progress and future challenges
    Du, Pingwu
    Eisenberg, Richard
    [J]. ENERGY & ENVIRONMENTAL SCIENCE, 2012, 5 (03) : 6012 - 6021
  • [22] Carboxylates as sources of carbon nucleophiles and electrophiles: comparison of decarboxylative and decarbonylative pathways
    Dzik, Wojciech I.
    Lange, Paul P.
    Goossen, Lukas J.
    [J]. CHEMICAL SCIENCE, 2012, 3 (09) : 2671 - 2678
  • [23] Chemical aspects of peptide bond isomerisation
    Fischer, G
    [J]. CHEMICAL SOCIETY REVIEWS, 2000, 29 (02) : 119 - 127
  • [24] Decarboxylative Coupling Reactions
    Goossen, Lukas J.
    Collet, Florence
    Goossen, Kaethe
    [J]. ISRAEL JOURNAL OF CHEMISTRY, 2010, 50 (5-6) : 617 - 629
  • [25] Transition-Metal-Catalyzed Decarbonylative Coupling Reactions: Concepts, Classifications, and Applications
    Guo, Lin
    Rueping, Magnus
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (31) : 7794 - 7809
  • [26] Decarbonylative Cross-Couplings: Nickel Catalyzed Functional Group Interconversion Strategies for the Construction of Complex Organic Molecules
    Guo, Lin
    Rueping, Magnus
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2018, 51 (05) : 1185 - 1195
  • [27] Nickel-Catalyzed Csp2-Csp3 Cross-Coupling via C-O Bond Activation
    Guo, Lin
    Hsiao, Chien-Chi
    Yue, Huifeng
    Liu, Xiangqian
    Rueping, Magnus
    [J]. ACS CATALYSIS, 2016, 6 (07): : 4438 - 4442
  • [28] HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-Catalyzed Cross-Couplings in Water at Room Temperature
    Handa, Sachin
    Andersson, Martin P.
    Gallou, Fabrice
    Reilly, John
    Lipshutz, Bruce H.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (16) : 4914 - 4918
  • [29] Sustainable Fe-ppm Pd nanoparticle catalysis of Suzuki-Miyaura cross-couplings in water
    Handa, Sachin
    Wang, Ye
    Gallou, Fabrice
    Lipshutz, Bruce H.
    [J]. SCIENCE, 2015, 349 (6252) : 1087 - 1091
  • [30] HECK RF, 1982, ORG REACTIONS, V27, P345