One-Pot Synthesis of 3-Methyl-2-arylimidazo[1,2-a]pyridines Using Calcium Carbide as an Alkyne Source

被引:32
|
作者
Chen, Wei [1 ]
Li, Zheng [1 ]
机构
[1] Northwest Normal Univ, Coll Chem & Chem Engn, Lanzhou 730070, Gansu, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 01期
基金
中国国家自然科学基金;
关键词
CARBOXYLIC-ACIDS; ZOLPIDEM; 2-AMINOPYRIDINE; TOLERABILITY; DERIVATIVES; MANAGEMENT; OLPRINONE; KETONES;
D O I
10.1021/acs.joc.1c01877
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method for the construction of 3-methyl-2-arylimidazo[1,2-a]pyridines from the reactions of calcium carbide, 2-aminopyridines, and aromatic aldehydes is described. The notable advantages for this strategy include the use of an inexpensive and concise solid alkyne source, cheap and readily available raw materials, wide-scope substrates, and a simple work-up procedure.
引用
收藏
页码:76 / 84
页数:9
相关论文
共 50 条
  • [1] A new, one-pot, multi-component synthesis of imines of 3-amino-2-arylimidazo[1,2-a]pyridines, 3-amino-2-arylimidazo[1,2-a]pyrazines, and 3-amino-2-arylimidazo[1,2-a]pyrimidines
    Abid, Mehdi
    Sheibani, Esmail
    Bijanzadeh, Hamid Reza
    Zhu, Long-Guan
    TETRAHEDRON, 2008, 64 (47) : 10681 - 10686
  • [2] A one-pot synthesis of polysubstituted imidazol[1,2-a]pyridines
    Kiselyov, AS
    TETRAHEDRON LETTERS, 2006, 47 (17) : 2941 - 2944
  • [3] One-Pot Three-Component Synthesis of 2-Methyl-3-aminobenzofurans Using Calcium Carbide as a Concise Solid Alkyne Source
    Ma, Xiaolong
    Wang, Zhiqiang
    Liu, Zhenrong
    Li, Zheng
    CHINESE JOURNAL OF CHEMISTRY, 2021, 39 (11) : 2990 - 2994
  • [4] One-pot Synthesis of 3-Aminoimidazo[1,2-a]pyridines Catalyzed by Heteropolyacids
    Oskooie, Hossein A.
    Amini, Maryam
    Heravi, Majid M.
    Bamoharram, Fatemah F.
    CHINESE JOURNAL OF CHEMISTRY, 2010, 28 (02) : 299 - 302
  • [5] An efficient synthesis of 3-amino-2-arylimidazo[1,2-a]pyridines
    Adib, Mehdi
    Sheibani, Esmail
    Zhu, Long-Guan
    Mirzaei, Peiman
    TETRAHEDRON LETTERS, 2008, 49 (34) : 5108 - 5110
  • [6] Synthesis of 3-Nitro-2-arylimidazo[1,2-a]pyridines Using Sodium Dichloroiodide
    Jagadhane, Prashant B.
    Telvekar, Vikas N.
    SYNLETT, 2014, 25 (18) : 2636 - 2638
  • [7] Ammonium chloride catalyzed one-pot synthesis of imidazo[1,2-a]pyridines
    Shaabani, Ahmad
    Rezazadeh, Fahimeh
    Soleimani, Ebrahim
    MONATSHEFTE FUR CHEMIE, 2008, 139 (08): : 931 - 933
  • [8] Ammonium chloride catalyzed one-pot synthesis of imidazo[1,2-a]pyridines
    Ahmad Shaabani
    Fahimeh Rezazadeh
    Ebrahim Soleimani
    Monatshefte für Chemie - Chemical Monthly, 2008, 139 : 931 - 933
  • [9] Ionic liquid promoted one-pot synthesis of 3-aminoimidazo[1,2-a]pyridines
    Shaabani, A
    Soleimani, E
    Maleki, A
    TETRAHEDRON LETTERS, 2006, 47 (18) : 3031 - 3034
  • [10] One-Pot Three-Component Synthesis of 3-nitro-2-arylimidazo[1,2-a]pyridine Derivatives Using Air as an Oxidant
    Yan, Hao
    Yan, Rulong
    Yang, Sizhuo
    Gao, Xiai
    Wang, Yuling
    Huang, Guosheng
    Liang, Yongmin
    CHEMISTRY-AN ASIAN JOURNAL, 2012, 7 (09) : 2028 - 2031