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
来源：
RUSSIAN CHEMICAL BULLETIN | 2006年 / 55卷 / 10期
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
  • [21] DIASTEREOISOMERIC IMIDAZO[1,2-A]PYRIDINES
    KUBIK, R
    NEMECEK, J
    BOHM, S
    HRADILEK, M
    KUTHAN, J
    MENDELEEV COMMUNICATIONS, 1995, (01) : 29 - 30
  • [22] Photoisomerization of imidazo[1,2-a]pyridines
    Kubik, R
    Bohm, S
    Havlicek, V
    Kuthan, J
    MENDELEEV COMMUNICATIONS, 1996, (06) : 225 - 226
  • [23] Efficient synthesis of new polyfunctionalized thiadiazaacenaphthylenes from imidazo[1,2-a]pyridines
    Moreau, E
    Chezal, JM
    Dechambre, C
    Canitrot, D
    Blache, Y
    Lartigue, C
    Chavignon, O
    Teulade, JC
    HETEROCYCLES, 2002, 57 (01) : 21 - 38
  • [24] Regiospecific synthesis of 3-substituted imidazo[1,2-a]pyridines, imidazo[1,2-a]pyrimidines, and imidazo[1,2-c]pyrimidine
    Katritzky, AR
    Xu, YJ
    Tu, HB
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (12): : 4935 - 4937
  • [25] APPLICATION OF KINGS METHOD FOR SYNTHESIS OF IMIDAZO[1,2-A]PYRIDINES
    SALDABOL, NO
    ZELIGMAN, LL
    GILLER, SA
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1971, (06): : 860 - &
  • [26] Synthesis of Imidazo[1,2-a]pyridines and Pyrido[1,2-a]pyrimidines in Water and their SNAr Cyclizations
    Chanu, Langpoklakpam Gellina
    Singh, Thokchom Prasanta
    Jang, Yong Ju
    Yoon, Yong-Jin
    Singh, Okram Mukherjee
    Lee, Sang-Gyeong
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2014, 35 (04): : 994 - 1000
  • [27] Solid-phase synthesis of imidazol[1,2-a]pyridines and imidazo[1,2-a]pyrimidines
    El Kazzouli, S
    Berteina-Raboin, S
    Mouaddib, A
    Guillaumet, G
    TETRAHEDRON LETTERS, 2003, 44 (33) : 6265 - 6267
  • [28] Nitrosylation of imidazo[1,2-a] pyridines in metal free system
    Hao, Xin-Qi
    Liu, Wen-Bo
    Shen, Xiao-Jing
    Wang, Wei
    Liang, Zhi-Kun
    Zhu, Xinju
    Song, Mao-Ping
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2017, 21 (01) : 91 - 94
  • [29] IMMUNOMODULATORY PYRROLO[1,2-A]IMIDAZOLES AND IMIDAZO[1,2-A]PYRIDINES
    MURRAY, RJ
    LOCH, JT
    DAVIDSON, TA
    RADOV, LA
    GAWLAK, DL
    KAMP, D
    TRUSSO, LA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1986, 192 : 81 - MEDI
  • [30] New imidazo[1,2-a]pyridines carrying active pharmacophores: Synthesis and anticonvulsant studies
    Ulloora, Shrikanth
    Shabaraya, Ramakrishna
    Aamir, Syed
    Adhikari, Airody Vasudeva
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (05) : 1502 - 1506
12345