Copper Iodide Nanoparticles Immobolized Porous Polysulfonamide: An Effective Nanocatalyst for Synthesis of Imidazo [1,2-a] Pyridines

被引:23
作者
Dastjerdi, Fatemeh Hamidi [1 ]
Ghorbani-Vaghei, Ramin [1 ]
Alavinia, Sedigheh [1 ]
机构
[1] Bu Ali Sina Univ, Fac Chem, Dept Organ Chem, Hamadan 6517838683, Hamadan, Iran
关键词
Porous polysulfonamide; CuI NPs; Heterogeneous; Imidazo[1,2-a]pyridines; ONE-POT SYNTHESIS; 3-COMPONENT COUPLING REACTION; RECYCLABLE CATALYST; HIGHLY EFFICIENT; 2-AMINOPYRIDINES; PROPARGYLAMINES; ALDEHYDES;
D O I
10.1007/s10562-020-03265-1
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
An efficient route was developed for the synthesis of a new polymer, porous cross-linked poly(ethyleneamine)-polysulfonamide (PEA-PSA), as an organic support for the imobilization of CuI nanoparticles (PEA-PSA@CuI). The resulting catalyst works as an efficient recyclable heterogeneous catalyst for the synthesis of imidazo[1,2-a] pyridines from the reaction of 2-aminopyridine, aldehydes and phenylacetylene. The method possesses significant advantages including: easy purification, functional group tolerance, recyclability of the catalyst and synthesis of new derivatives in high to excellent yields and short reaction times. [GRAPHICS] .
引用
收藏
页码:3514 / 3522
页数:9
相关论文
共 35 条
[1]   Copper iodide nanoparticles-decorated porous polysulfonamide gel: As effective catalyst for decarboxylative synthesis of N-Arylsulfonamides [J].
Alavinia, Sedigheh ;
Ghorbani-Vaghei, Ramin ;
Rakhtshah, Jamshid ;
Seyf, Jaber Yousefi ;
Arabian, Iman Ali .
APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (03)
[2]   Synthesis of imidazo[1,2-a]pyridines: a decade update [J].
Bagdi, Avik Kumar ;
Santra, Sougata ;
Monir, Kamarul ;
Hajra, Alakananda .
CHEMICAL COMMUNICATIONS, 2015, 51 (09) :1555-1575
[3]  
Chenglong Z, 2014, CHEM RES CHINESE U, V30, P632, DOI [10.1007/s40242-014-3520-5, DOI 10.1007/S40242-014-3520-5]
[4]   General and Efficient Copper-Catalyzed Three-Component Coupling Reaction towards Imidazoheterocycles: One-Pot Synthesis of Alpidem and Zolpidem [J].
Chernyak, Natalia ;
Gevorgyan, Vladimir .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (15) :2743-2746
[5]   Synthesis of Quinazoline Derivatives Catalyzed by a New Efficient Reusable Nanomagnetic Catalyst Supported with Functionalized Piperidinium Benzene-1,3-Disulfonate Ionic Liquid [J].
Fatehi, Anvar ;
Ghorbani-Vaghei, Ramin ;
Alavinia, Sedigheh ;
Mahmoodi, Jafar .
CHEMISTRYSELECT, 2020, 5 (03) :944-951
[6]   Theoretical studies of substoichiometric CuI [J].
Feraoun, H ;
Aourag, H ;
Certier, M .
MATERIALS CHEMISTRY AND PHYSICS, 2003, 82 (03) :597-601
[7]   Electronic structure of the copper halides CuCl, CuBr and CuI [J].
Ferhat, M ;
Zaoui, A ;
Certier, M ;
Dufour, JP ;
Khelifa, B .
MATERIALS SCIENCE AND ENGINEERING B-SOLID STATE MATERIALS FOR ADVANCED TECHNOLOGY, 1996, 39 (02) :95-100
[8]   Recent Advances in the Synthesis of Pyrazoles. A Review [J].
Fustero, Santos ;
Simon-Fuentes, Antonio ;
Sanz-Cervera, Juan F. .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2009, 41 (04) :253-290
[9]   Preparation and structure of copper nanoparticle/poly(acrylic acid) composite films [J].
Gotoh, Y ;
Igarashi, R ;
Ohkoshi, Y ;
Nagura, M ;
Akamatsu, K ;
Deki, S .
JOURNAL OF MATERIALS CHEMISTRY, 2000, 10 (11) :2548-2552
[10]   CuSO4-Glucose for in Situ Generation of Controlled Cu(I)-Cu(II) Bicatalysts: Multicomponent Reaction of Heterocyclic Azine and Aldehyde with Alkyne, and Cycloisomerization toward Synthesis of N-Fused Imidazoles [J].
Guchhait, Sankar K. ;
Chandgude, Ajay L. ;
Priyadarshani, Garima .
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (09) :4438-4444