Synthesis of 5-[4-(Arylsulfanyl)phenyl]-2,2'-bipyridines Using Aryne Intermediates

被引：0
|
作者：
Starnovskaya, E. S. [1 ,2 ]
Krinochkin, A. P. [1 ,2 ]
Rybakova, S. S. [1 ]
Muzyka, A. L. [1 ]
Slepukhin, P. A. [1 ,2 ]
Kopchuk, D. S. [1 ,2 ]
Zyryanov, G. V. [1 ,2 ]
Chupakhin, O. N. [1 ,2 ]
机构：
[1] Ural Fed Univ, Ekaterinburg 620002, Russia
[2] Russian Acad Sci, Ural Branch, Postovsky Inst Organ Synth, Ekaterinburg 620219, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2023年 / 93卷 / 07期
基金：
俄罗斯科学基金会;
关键词：
1,2,4-triazines; 2,2'-bipyridines; 1,2-dehydrobenzene; S-arylation; aza-Diels-Alder reaction; 1,2,4-TRIAZINES; DESIGN;
D O I：
10.1134/S107036322307006X
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
convenient method for the preparation of 5-aryl-2,2'-bipyridines with para-arylsulfanyl group in an aromatic substituent was proposed. The synthesis was performed using in situ generated aryne intermediates without the use of complex experimental procedures and expensive reagents/catalysts. The structure of one product was confirmed by XRD data. This approach is a new variant for the preparation of 5-aryl-2,2'-bipyridines with an extended conjugation system.
引用
收藏
页码：1680 / 1686
页数：7
相关论文
共 50 条
  • [21] 4-{Phenyl[4-(6-phenyl-2,2'-bipyridin-4-yl)phenyl]amino}benzaldehyde
    Zhang, Yu-yang
    Pan, Jian-Ting
    Huang, Jian-Yan
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2014, 70 : 0840 - +
  • [22] Syntheses of 5,5′-disubstituted 2,2′-bipyridines
    Janiak, C
    Deblon, S
    Wu, HP
    SYNTHETIC COMMUNICATIONS, 1999, 29 (19) : 3341 - 3352
  • [23] Synthesis of mono-substituted 2,2′-bipyridines
    Cordaro, JG
    McCusker, JK
    Bergman, RG
    CHEMICAL COMMUNICATIONS, 2002, (14) : 1496 - 1497
  • [24] SYNTHESIS OF 4-[OMEGA-(3-THIENYL)ALKYL]PYRIDINES AND 4-[OMEGA-(3-THIENYL)ALKYL]-2,2'-BIPYRIDINES
    WANG, JX
    PAPPALARDO, M
    KEENE, FR
    AUSTRALIAN JOURNAL OF CHEMISTRY, 1995, 48 (08) : 1425 - 1436
  • [25] Recent Advances in the Synthesis of 2,2′-Bipyridines and Their Derivatives
    Rubtsov, Aleksandr E.
    Malkov, Andrei V.
    SYNTHESIS-STUTTGART, 2021, 53 (15): : 2559 - 2569
  • [26] Synthesis of amino-functionalized 2,2′-bipyridines
    Hapke, Marko
    Staats, Holger
    Wallmann, Ivonne
    Luetzen, Arne
    SYNTHESIS-STUTTGART, 2007, (17): : 2711 - 2719
  • [27] Synthesis of Diisothiocyanato-Functionalized 2,2′-Bipyridines
    Kremer, Christopher
    Luetzen, Arne
    SYNTHESIS-STUTTGART, 2011, (02): : 210 - 212
  • [28] N-[4-(2,2-dimethylpropionylamino)phenyl]-2,2-dimethylpropionamide
    Guo, HZ
    Yin, GD
    She, NF
    Wu, AX
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O4062 - O4063
  • [29] Synthesis and properties of polyamide-imide based on 2,2-bis[4-(4-aminophenoxy)phenyl]hexafluoropropane and 2,2-bis [4-(4-aminmophenoxy)phenyl]propane
    Negi, YS
    Suzuki, YI
    Kawamura, I
    Kakimoto, MA
    Imai, Y
    HIGH PERFORMANCE POLYMERS, 1998, 10 (01) : 45 - 50
  • [30] Biomolecular docking, synthesis, crystal structure, and bioassay studies of 1-[4-(2-chloroethoxy)phenyl]-5-[4-(methylsulfonyl) phenyl]-1H-tetrazole and 2-(4-(5-(4-(methylsulfonyl)phenyl)-1H-tetrazol-1-yl)phenoxy)ethyl nitrate
    Al-Hourani, Baker Jawabrah
    El-Barghouthi, Musa, I
    Al-Awaida, Wajdy
    McDonald, Robert
    Fattash, Isam A.
    El Soubani, Fatima
    Matalka, Khalid
    Wuest, Frank
    JOURNAL OF MOLECULAR STRUCTURE, 2020, 1202
12345