An efficient microwave-assisted Suzuki cross-coupling reaction of imidazo[1,2-a]pyridines in aqueous medium

被引:32
|
作者
Crozet, Maxime D. [1 ]
Castera-Ducros, Caroline [1 ]
Vanelle, Patrice [1 ]
机构
[1] Univ Mediterranee, Fac Pharm, CNRS, LCOP,Lab Chim Organ Pharmaceut,UMR 6517, F-13385 Marseille 5, France
关键词
imidazo[1,2-a]pyridines; microwave irradiation; aqueous medium; Suzuki;
D O I
10.1016/j.tetlet.2006.07.098
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new simple, rapid and high yielding synthesis of various 6-aryl-2-arylsulfonylmethyl-3-nitroimidazo[1,2-a]pyridines by Suzuki cross-coupling reaction is described using microwave irradiation in aqueous medium without organic co-solvent in the presence of tetrabutylammonium bromide. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7061 / 7065
页数:5
相关论文
共 50 条
  • [1] An efficient synthetic route to new imidazo[1,2-a]-pyridines by cross-coupling reactions in aqueous medium
    Castera, C
    Crozet, MD
    Vanelle, P
    [J]. HETEROCYCLES, 2005, 65 (12) : 2979 - 2989
  • [2] Microwave-assisted aqueous Suzuki cross-coupling reactions
    Blettner, CG
    König, WA
    Stenzel, W
    Schotten, T
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (11): : 3885 - 3890
  • [3] An efficient aqueous microwave-assisted Suzuki-Miyaura cross-coupling reaction in the thiazole series
    Cohen, Anita
    Crozet, Maxime D.
    Rathelot, Pascal
    Vanelle, Patrice
    [J]. GREEN CHEMISTRY, 2009, 11 (11) : 1736 - 1742
  • [4] Synthesis and Functionalization of Imidazo[1,2-a]Pyridines and Imidazo[1,2-a]Pyrimidines on Solid Phase Using Suzuki-Miyaura Cross-Coupling Reactions
    El Kazzouli, Said
    Berteina-Raboin, Sabine
    Mouaddib, Abderrahim
    Guillaumet, Gerald
    [J]. LETTERS IN ORGANIC CHEMISTRY, 2012, 9 (02) : 118 - 127
  • [5] Microwave-assisted synthesis of palladium nanoparticles supported on copper oxide in aqueous medium as an efficient catalyst for Suzuki cross-coupling reaction
    Elazab, Hany A.
    Sadek, M. A.
    El-Idreesy, Tamer T.
    [J]. ADSORPTION SCIENCE & TECHNOLOGY, 2018, 36 (5-6) : 1352 - 1365
  • [6] Microwave-Assisted, One-Pot Reaction of Pyridines, α-Bromoketones and Ammonium Acetate: An Efficient and Simple Synthesis of Imidazo[1,2-a]-pyridines
    Adib, Mehdi
    Mohamadi, Ali
    Sheikhi, Ehsan
    Ansari, Samira
    Bijanzadeh, Hamid Reza
    [J]. SYNLETT, 2010, (11) : 1606 - 1608
  • [7] Efficient and Recyclable Solid-Supported Pd(II) Catalyst for Microwave-Assisted Suzuki Cross-Coupling in Aqueous Medium
    Alazemi, Abdulrahman M.
    Dawood, Kamal M.
    Al-Matar, Hamad M.
    Tohamy, Wael M.
    [J]. ACS OMEGA, 2022, 7 (33): : 28831 - 28848
  • [8] Efficient and Original Microwave-Assisted Suzuki-Miyaura Cross-Coupling Reaction in the 4H-Pyrido[1,2-a]pyrimidin-4-one Series
    Kabri, Youssef
    Crozet, Maxime D.
    Szabo, Remi
    Vanelle, Patrice
    [J]. SYNTHESIS-STUTTGART, 2011, (19): : 3115 - 3122
  • [9] Synthesis of polysubstituted imidazo[1,2-a]pyridines via microwave-assisted one-pot cyclization/Suzuki Coupling/Palladium-Catalyzed heteroarylation
    Koubachi, Jarnal
    El Kazzouli, Said
    Berteina-Raboin, Sabine
    Mouaddib, Abderrahim
    Guillaumet, Gerald
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (20): : 7650 - 7655
  • [10] Microwave-assisted double Suzuki-Miyaura cross-coupling in the 6,8-dibromoimidazo[1,2-a]pyridine series
    Szabo, Remi
    Crozet, Maxime D.
    Vanelle, Patrice
    [J]. SYNTHESIS-STUTTGART, 2008, (01): : 127 - 135