Recent Advances in the Synthesis of 2,2′-Bipyridines and Their Derivatives

被引:11
|
作者
Rubtsov, Aleksandr E. [1 ]
Malkov, Andrei V. [2 ]
机构
[1] Perm State Univ, Dept Chem, Bukireva 15, Perm 614990, Russia
[2] Loughborough Univ, Dept Chem, Loughborough LE11 3TU, Leics, England
来源
SYNTHESIS-STUTTGART | 2021年 / 53卷 / 15期
基金
俄罗斯科学基金会;
关键词
bipyridines; cross-coupling; catalysis; oxidative dimerization; C-H activation; regioselectivity; chemoselectivity; ATROPOISOMERIC BIPYRIDINE N; N'-DIOXIDES; HETEROAROMATIC N-OXIDES; HIGH-YIELDING SYNTHESIS; ENANTIOSELECTIVE ALLYLATION; CHIRAL 2,2'-BIPYRIDINES; ALDOL ADDITION; LIGAND; ARYL; DIMERIZATION; COMPLEXES;
D O I
10.1055/s-0040-1706030
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The sustained interest in the synthesis of new analogues of 2,2'-bipyridines is supported by the importance of compounds featuring bipyridine core in diverse areas of chemical, biomedical and materials research, which is relayed into the development of new approaches and the expansion of existing synthetic methods. This short review covers advances in the synthesis of 2,2'-bipyridines, including both the synthesis of compounds with a given substitution pattern and the development of new methods for assembling the bipyridine core. Special attention is directed toward the use of pyridine N-oxides and metal-free protocols to facilitate the formation of bipyridines. This short review focuses primarily on reports published in the last 5-6 years. 1 Introduction 2 Ullmann-Type Homocoupling Reactions 3 Cross-Coupling Reactions in the Synthesis of Bipyridines 4 Coupling Reactions Employing Pyridine N-Oxides 5 Other Methods for the Synthesis of 2,2 '-Bipyridines 6 Conclusions and Outlook
引用
收藏
页码:2559 / 2569
页数:11
相关论文
共 50 条
  • [21] Recent Advances in the Catalytic Asymmetric Synthesis of β2- and β2,2-Amino Acids
    Noda, Hidetoshi
    Shibasaki, Masakatsu
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (16) : 2350 - 2361
  • [22] SYNTHESIS OF 2,2'-BITHIENYL DERIVATIVES
    KAO, YM
    HWANG, WS
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (03) : 533 - 535
  • [23] Functionalization of 2,2'-Bipyridines in Their 4 and 5 Positions. Synthesis of 5-Ethynyl-2,2'-bipyridine
    Pohn, J.
    Schmohel, E.
    Balzani, V.
    Synthesis, (03):
  • [24] SYNTHESIS OF 2,2'-BIPYRIMIDINE DERIVATIVES
    FEIT, BA
    TEUERSTEIN, A
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1973, 10 (01) : 47 - 49
  • [25] Functionalization of 2,2′-bipyridines in their 4 and 5 positions.: Synthesis of 5-ethynyl-2,2′-bipyridine
    Polin, J
    Schmohel, E
    Balzani, V
    SYNTHESIS-STUTTGART, 1998, (03): : 321 - 324
  • [26] Bicyclic oxalic amidines as building blocks for highly substituted 2,2'-bipyridines and benzene derivatives
    Brandenburg, J
    Beckert, R
    Fehling, P
    Doring, M
    Gorls, H
    JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1996, 338 (05): : 430 - 435
  • [27] Synthesis of 2,2′-Bipyridines via Suzuki-Miyaura Cross-Coupling
    Guetz, Christoph
    Luetzen, Arne
    SYNTHESIS-STUTTGART, 2010, (01): : 85 - 90
  • [28] SYNTHESIS OF BIS(TRIFLUOROMETHYL)-2,2'-BIPYRIDINES BY NICKEL-CATALYZED HOMOCOUPLING REACTIONS
    CHAN, KS
    TSE, AKS
    SYNTHETIC COMMUNICATIONS, 1993, 23 (14) : 1929 - 1934
  • [29] Synthesis of 2,2′-bipyridines:: Versatile building blocks for sexy architectures and functional nanomaterials
    Newkome, GR
    Patri, AK
    Holder, E
    Schubert, US
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (02) : 235 - 254
  • [30] Functionalizing 2,2′-bipyridines at the 5-position for the synthesis of sulfate encapsulating receptors
    Bonnesen, Peter V.
    Custelcean, Radu
    Hay, Benjamin P.
    Bosano, Jerome
    Kertesz, Vilmos
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238