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

页码：1459 / 1467

页数：9

共 50 条

[31] Green, Natural and Low Cost Xanthum Gum Supported Fe3O4 as a Robust Biopolymer Nanocatalyst for the One-Pot Synthesis of 2-Amino-3-Cyano-4H-Pyran Derivatives
Esmaeili, Mir Saeed
Khodabakhshi, Mohammad Reza
Maleki, Ali
Varzi, Zahra
POLYCYCLIC AROMATIC COMPOUNDS, 2021, 41 (09) : 1953 - 1971
[32] Solvent-free one-pot synthesis of 4-aryl-3,5-dimethyl-1, 4,7,8-tetra hydrodipyrazolo[3,4-b:4′,3′-e]pyridines using Fe3O4@SiO2@(BuSO3H)3 catalytic Fe3+ system as selective colorimetric
Ziarani, Ghodsi Mohammadi
Khademi, Mandieh
Mohajer, Fatemeh
Anafcheh, Maryam
Badiei, Alireza
Ghasemi, Jahan B.
RESEARCH ON CHEMICAL INTERMEDIATES, 2022, 48 (05) : 2111 - 2133
[33] ZnFe2O4-SiO2@PC-Ni nanoparticles for one-pot, solvent-free synthesis of imidazo[1,2-a]pyridines by A3 coupling reactions under ultrasound conditions
Sead, Fadhil Faez
Jain, Vicky
Ballal, Suhas
Singh, Abhayveer
Gupta, Sofia
Sharma, Girish Chandra
Bhakuni, Pushpa Negi
Kazemi, Mosstafa
Javahershenas, Ramin
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2025, 102 (05)
[34] One-pot synthesis of 1-and 5-substituted 1H-tetrazoles using 1,4-dihydroxyanthraquinone-copper(II) supported on superparamagnetic Fe3O4@SiO2 magnetic porous nanospheres as a recyclable catalyst
Esmaeilpour, Mohsen
Javidi, Jaber
Zahmatkesh, Saeed
APPLIED ORGANOMETALLIC CHEMISTRY, 2016, 30 (11) : 897 - 904
[35] Efficient one-pot synthesis of some new pyrimido[5',4':5,6]pyrido[2,3-d]pyrimidines catalyzed by magnetically recyclable Fe3O4 nanoparticles
Fattahi, M.
Davoodnia, A.
Pordel, M.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2017, 87 (04) : 863 - 867
[36] Efficient one-pot synthesis of some new pyrimido[5′,4′:5,6]pyrido[2,3-d]pyrimidines catalyzed by magnetically recyclable Fe3O4 nanoparticles
M. Fattahi
A. Davoodnia
M. Pordel
Russian Journal of General Chemistry, 2017, 87 : 863 - 867
[37] CoNiFe2O4@Silica-SO3Hnanoparticles: New recyclable magnetic nanocatalyst for the one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones under solvent-free conditions
Karimian, Azam
Rad, Masoud Saadati
Mahdavi, Elham
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2020, 67 (09) : 1702 - 1714
[38] Efficient and reusable graphene-γ-Fe2O3 magnetic nano-composite for selective oxidation and one-pot synthesis of 1,2,3-triazole using a green solvent
Salam, Noor
Sinha, Arjyabaran
Mondal, Paramita
Roy, Anupam Singha
Jana, Nikhil R.
Islam, Sk. Manirul
RSC ADVANCES, 2013, 3 (39) : 18087 - 18098
[39] An efficient and green one-pot synthesis of indazolo[1,2-b]-phthalazinetriones via three-component reaction of aldehydes, dimedone, and phthalhydrazide using Fe3O4@SiO2 core-shell nanoparticles
Mirhosseini-Eshkevari, Boshra
Ghasemzadeh, Mohammad Ali
Safaei-Ghomi, Javad
RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (10) : 7703 - 7714
[40] N-Propylcarbamothioyl benzamide complex of Bi(III) supported on superparamagnetic Fe3O4/SiO2 nanoparticles as a highly efficient and magnetically recoverable heterogeneous nanocatalyst for the one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones (DHPMs) via the Biginelli reaction
Mobinikhaledi, Akbar
Foroughifar, Naser
Khajeh-Amiri, Alireza
REACTION KINETICS MECHANISMS AND CATALYSIS, 2016, 117 (01) : 59 - 75

← 1 2 3 4 5 →