New catalytic system for the synthesis of imidazo[1,2-a]pyridines by the Ugi reaction

被引:15
|
作者
Mironov, M. A. [1 ]
Tokareva, M. L. [1 ]
Ivantsova, M. N. [1 ]
Mokrushin, V. S. [1 ]
机构
[1] Ural State Tech Univ, Ekaterinburg 620002, Russia
关键词
Ugi reaction; isocyanides; imidazo[1,2-a]pyridine; catalysis; combinatorial synthesis; MULTICOMPONENT REACTION;
D O I
10.1007/s11172-006-0494-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A combination of N-hydroxysuccinimide and p-toluenesulfonic acid is proposed as an efficient catalyst for the preparation of a great variety of imidazo[1,2-a]pyridine derivatives by three-component condensation of aromatic isocyanides, aldehydes, and 2-aminopyridine. The advantages of this procedure are high yields of the target products and the absence of side reactions.
引用
收藏
页码:1835 / 1839
页数:5
相关论文
共 50 条
  • [31] Enantioselective Hydrogenation of Imidazo[1,2-a]pyridines
    Schlepphorst, Christoph
    Wiesenfeldt, Mario P.
    Glorius, Frank
    CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (02) : 356 - 359
  • [32] Catalyst-free synthesis of imidazo [1,2-a] pyridines via Groebke multicomponent reaction
    Najmedin Azizi
    Sahar Dezfooli
    Environmental Chemistry Letters, 2016, 14 : 201 - 206
  • [33] Catalyst-free synthesis of imidazo [1,2-a] pyridines via Groebke multicomponent reaction
    Azizi, Najmedin
    Dezfooli, Sahar
    ENVIRONMENTAL CHEMISTRY LETTERS, 2016, 14 (02) : 201 - 206
  • [34] Atroposelective synthesis of axially chiral imidazo[1,2-a]pyridines via asymmetric multicomponent reaction
    Hong, Shibin
    Liu, Wei
    Zhang, Chongyi
    Yang, Xiaoyu
    SCIENCE ADVANCES, 2024, 10 (49):
  • [35] Synthesis of novel imidazo[1,2-a] pyridines and evaluation of their antifungal activities
    Goktas, Fusun
    Cesur, Nesrin
    Satana, Dilek
    Uzun, Meltem
    TURKISH JOURNAL OF CHEMISTRY, 2014, 38 (04) : 581 - 591
  • [36] Synthesis and antiproliferative activity evaluation of steroidal imidazo [1,2-a]pyridines
    Rassokhina, Irina V.
    Volkova, Yulia A.
    Kozlov, Andrey S.
    Scherbakov, Alexander M.
    Andreeva, Olga E.
    Shirinian, Valerik Z.
    Zavarzin, Igor V.
    STEROIDS, 2016, 113 : 29 - 37
  • [37] Microwave synthesis of triterpenoid-annulated imidazo[1,2-a]pyridines
    Mikhail S. Denisov
    Yuliya А. Beloglazova
    Vladimir А. Glushkov
    Chemistry of Heterocyclic Compounds, 2022, 58 : 319 - 323
  • [38] ON THE SYNTHESIS AND STRUCTURE OF 8-NITRO-IMIDAZO[1,2-A]PYRIDINES
    SCHAFER, H
    GRUNER, M
    GROSSMANN, G
    GEWALD, K
    MONATSHEFTE FUR CHEMIE, 1991, 122 (11): : 959 - 966
  • [39] Tandem approach for the synthesis of imidazo[1,2-a]pyridines from alcohols
    Ramesha, Ajjahalli B.
    Raghavendra, Goravanahalli M.
    Nandeesh, Kebbahalli N.
    Rangappa, Kanchugarakoppal S.
    Mantelingu, Kempegowda
    TETRAHEDRON LETTERS, 2013, 54 (01) : 95 - 100
  • [40] Synthesis of imidazo[1,2-a]pyridines from α,β-unsaturated aldehydes (microreview)
    Keiko, Natalia A.
    Vchislo, Nadezhda V.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2016, 52 (04) : 222 - 224