Lewis Base Catalysis Promoted Nucleophilic Substitutions - Recent Advances and Future Directions

被引:40
|
作者
Huy, Peter H. [1 ]
机构
[1] Saarland Univ, Inst Organ Chem, POB 151150, D-66041 Saarbrucken, Germany
关键词
Lewis base catalysis; Nucleophilic substitution; Stereochemical inversion; Organocatalysis; Green chemistry; AROMATIC CATION ACTIVATION; CHEMISTRY RESEARCH AREAS; GREEN CHEMISTRY; MITSUNOBU REACTION; CARBOXYLIC-ACIDS; BORROWING HYDROGEN; ALCOHOLS; PHOSPHINE; CHLORIDES; PROGRESS;
D O I
10.1002/ejoc.201901495
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nucleophilic substitutions (S-N) account for the most essential and frequently applied chemical transformations. S-N-reactions allow forging C-C, C-O, C-N and C-Cl bonds, for example, from natural abundant starting materials such as alcohols and carboxylic acids. Products of S-N-reactions are ubiquitous and find inter alia applications as pharmaceuticals, plant protection agents and polymers. However, conventional S-N-type approaches are restricted frequently by the necessity of hazardous reagents and by-products, a poor waste-balance and therefore sustainability and high levels of costs, which especially impedes application in large scale synthesis. In order to provide solutions to these limitations, the development of novel catalytic methods for S-N-transformations has evolved into a flourishing and reviving area of research. The current review enables an overview of modern strategies for catalytic nucleophilic substitutions, presents as main topic the state-of-the-art with respect to S-N-methods that are promoted by Lewis bases and points out potential future directions for further innovations.
引用
收藏
页码:10 / 27
页数:18
相关论文
共 50 条
  • [1] Recent advances in annulations enabled by nucleophilic Lewis base/metal dual catalysis
    Wang, Qian
    Meng, Yinggao
    Wu, Lulu
    Li, Er-Qing
    CHINESE CHEMICAL LETTERS, 2023, 34 (10)
  • [2] Recent advances in annulations enabled by nucleophilic Lewis base/metal dual catalysis
    Qian Wang
    Yinggao Meng
    Lulu Wu
    Er-Qing Li
    Chinese Chemical Letters, 2023, 34 (10) : 28 - 42
  • [3] Lewis Base Catalyzed Nucleophilic Substitutions of Alcohols
    Huy, Peter H.
    Hauch, Tanja
    Filbrich, Isabel
    SYNLETT, 2016, 27 (19) : 2631 - 2636
  • [4] Recent Advances in Nucleophilic Lewis Base-Catalyzed Cycloadditions for Synthesis of Spirooxindoles
    Li, Qing-Feng
    Ma, Jing
    Meng, Junjia
    Li, Er-Qing
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (24) : 4412 - 4439
  • [5] Recent advances in tertiary amine Lewis base-promoted cycloadditions of allenoates
    Manman Song
    Jing Zhao
    Er-Qing Li
    ChineseChemicalLetters, 2022, 33 (05) : 2372 - 2382
  • [6] Recent advances in tertiary amine Lewis base-promoted cycloadditions of allenoates
    Song, Manman
    Zhao, Jing
    Li, Er-Qing
    CHINESE CHEMICAL LETTERS, 2022, 33 (05) : 2372 - 2382
  • [7] Recent Advances in Cooperative Catalysis of Chiral Lewis Base and Transition Metal Catalyst
    Zhou, Qing
    Lu, Ping
    ACTA CHIMICA SINICA, 2018, 76 (11) : 825 - 830
  • [8] Recent advances in solid acid-base catalysis and future problems
    Tanabe, K
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 1998, 45 (05) : 597 - 602
  • [9] RECENT ADVANCES IN SOLID BASE CATALYSIS
    HATTORI, H
    KAKUNO, Y
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1984, 42 (01) : 21 - 31
  • [10] Recent studies on Lewis base catalysis of organotrichlorosilanes
    Takenaka, Norito
    Reep, Carlyn
    Sun, Shiyu
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251