One-pot oxidative Groebke-Blackburn-Bienayme reaction of alcohols: using bio-supported and magnetically recyclable Fe2O3@cellulose and Fe2O3@cellulose-SO3H nanocomposites for the synthesis of 3-aminoimidazo[1,2-a]pyridines

被引:5
|
作者
Shaabani, Ahmad [1 ]
Nosrati, Hamed [1 ]
Hezarkhani, Zeinab [1 ]
Afshari, Ronak [1 ]
机构
[1] Shahid Beheshti Univ, Fac Chem, GC, POB 19396-4716, Tehran, Iran
来源
MONATSHEFTE FUR CHEMIE | 2018年 / 149卷 / 08期
基金
美国国家科学基金会;
关键词
Cellulose; Bio-supported catalyst; Fe2O3@cellulose; Fe2O3@cellulose-SO3H; Magnetite nanoparticles; ONE-STEP SYNTHESIS; 3-COMPONENT SYNTHESIS; AEROBIC OXIDATION; CELLULOSE; DERIVATIVES; NANOPARTICLES; IMIDAZOLE; PYRAZINES; PYRIDINES;
D O I
10.1007/s00706-018-2182-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
One-pot oxidative Groebke-Blackburn-Bienayme three-component reaction has been successfully developed with primary alcohols instead of their corresponding aldehydes in the presence of recyclable Fe2O3@cellulose and Fe2O3@cellulose-SO3H catalysts. In this work, an efficient protocol for the oxidative synthesis of 3-aminoimidazo[1,2-a]pyridines via an alcohol, 2-aminopyridine, and an isocyanide in excellent yields in the presence of a catalytic amount of Fe2O3@cellulose or Fe2O3@cellulose-SO3H as magnetically recoverable heterogeneous catalysts is described. The reaction workup is simple and the catalysts can be easily magnetically separated from the reaction medium and reused in subsequent reactions. [GRAPHICS] .
引用
收藏
页码:1459 / 1467
页数:9
相关论文
共 50 条
  • [41] One-pot three-component synthesis of pyrido [2′,1′: 2,3] imidazo[4,5-c] isoquinolines using Fe3O4@SiO2-OSO3H as an efficient heterogeneous nanocatalyst
    Maleki, Ali
    RSC ADVANCES, 2014, 4 (109): : 64169 - 64173
  • [42] A core-shell-satellite structured Fe3O4@MS-NH2@Pd nanocomposite: a magnetically recyclable multifunctional catalyst for one-pot multistep cascade reaction sequences
    Li, Ping
    Yu, Yu
    Liu, Hua
    Cao, Chang-Yan
    Song, Wei-Guo
    NANOSCALE, 2014, 6 (01) : 442 - 448
  • [43] Synthesis and characterization of copper(II) Schiff base complex supported on Fe3O4 magnetic nanoparticles: a recyclable catalyst for the one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones
    Ghorbani-Choghamarani, Arash
    Darvishnejad, Zahra
    Norouzi, Masoomeh
    APPLIED ORGANOMETALLIC CHEMISTRY, 2015, 29 (10) : 707 - 711
  • [44] An efficient, one-pot synthesis of 2-amino-4H-chromenes catalyzed by (α-Fe2O3)-MCM-41-supported dual acidic ionic liquid as a novel and recyclable magnetic nanocatalyst
    Shahnaz Rostamizadeh
    Negar Zekri
    Research on Chemical Intermediates, 2016, 42 : 2329 - 2341
  • [45] An efficient, one-pot synthesis of 2-amino-4H-chromenes catalyzed by (α-Fe2O3)-MCM-41-supported dual acidic ionic liquid as a novel and recyclable magnetic nanocatalyst
    Rostamizadeh, Shahnaz
    Zekri, Negar
    RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (03) : 2329 - 2341
  • [46] Fe3O4@SiO2—CPTMS—Guanidine—SO3H-catalyzed One-Pot Multicomponent Synthesis of Polysubstituted Pyrrole Derivatives under Solvent-Free Conditions
    H. Rostami
    L. Shiri
    Russian Journal of Organic Chemistry, 2019, 55 : 1204 - 1211
  • [47] CuII immobilized on guanidinated epibromohydrin functionalized γ-Fe2O3@TiO2 (γ-Fe2O3@TiO2-EG-CuII): a novel magnetically recyclable heterogeneous nanocatalyst for the green one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles through alkyne-azide cycloaddition in water
    Jahanshahi, Roya
    Akhlaghinia, Batool
    RSC ADVANCES, 2016, 6 (35): : 29210 - 29219
  • [48] One-pot synthesis of pyrano[3,2-c]quinoline-2,5-dione derivatives by Fe3O4@SiO2-SO3H as an efficient and reusable solid acid catalyst
    Abbaspour-Gilandeh, Esmayeel
    Aghaei-Hashjin, Mehraneh
    Jahanshahi, Parivash
    Hoseininezhad-Namin, Mir Saleh
    MONATSHEFTE FUR CHEMIE, 2017, 148 (04): : 731 - 738
  • [49] One-pot synthesis of pyrano[3,2-c]quinoline-2,5-dione derivatives by Fe3O4@SiO2-SO3H as an efficient and reusable solid acid catalyst
    Esmayeel Abbaspour-Gilandeh
    Mehraneh Aghaei-Hashjin
    Parivash Jahanshahi
    Mir Saleh Hoseininezhad-Namin
    Monatshefte für Chemie - Chemical Monthly, 2017, 148 : 731 - 738
  • [50] A magnetically-separable H3PW12O40@Fe3O4/EN-MIL-101 catalyst for the one-pot solventless synthesis of 2H-indazolo[2,1-b] phthalazine-triones
    Hashemzadeh, Alireza
    Amini, Mostafa M.
    Tayebee, Reza
    Sadeghian, Atefeh
    Durndell, Lee J.
    Isaacs, Mark A.
    Osatiashtiani, Amin
    Parlett, Christopher M. A.
    Lee, Adam F.
    MOLECULAR CATALYSIS, 2017, 440 : 96 - 106