87947-29-3Relevant academic research and scientific papers
An inorganic–organic hybrid material based on a Keggin-type polyoxometalate@Dysprosium as an effective and green catalyst in the synthesis of 2-amino-4H-chromenes via multicomponent reactions
Hosseinzadeh-Baghan, Sara,Mirzaei, Masoud,Eshtiagh-Hosseini, Hossein,Zadsirjan, Vahideh,Heravi, Majid M.,Mague, Joel T.
, (2020)
A novel inorganic–organic hybrid, [Dy4(PDA)4(H2O)11(SiMo12O40)]·7H2O denoted as (POM@Dy-PDA), based on a lanthanide cluster, a Keggin-type polyoxomolybdate, and PDA (1,10-phenant
Synthesis and biological evaluation of new chromenes and chromeno[2,3-d] pyrimidines
Aissaoui, Mohammed,Belhadj, Fatima,Benabdallah, Mohammed,Choukchou-Braham, Noureddine,Kibou, Zahira,Rahmoun, Mohammed Nadjib,Villemin, Didier
, p. 150 - 155 (2021/12/20)
A simple and efficient approach has been developed to synthesise novel and functionalised 5H-chromeno[2,3-d] pyrimidines derivatives (4a-h). This approach entails treating 2-amino-3-cyano-4H-chromenes (3a-h) with formamidine acetate under microwave irradi
A green route towards substituted 2-amino-4H-chromenes catalyzed by an organobase (TBD) functionalized mesoporous silica nanoparticle without heating
Karmakar, Bikash,Nandi, Rajesh
, p. 2161 - 2172 (2021/04/22)
1,5,7-Triazabicyclo-[4,4,0]-dec-1-ene functionalized mesoporous silica nanoparticle promoted one-pot multicomponent synthesis of 2-amino-4H-chromenes from a phenolic component, different aldehydes and malononitrile was achieved in aqueous media at room te
Biocompatible Ionic Liquid Promote One-Pot Synthesis of 2-Amino-4H-Chromenes Under Ambient Conditions
Zhu, Anlian,Li, Qixing,Feng, Wanlu,Fan, Dongshuang,Li, Lingjun
, p. 720 - 733 (2020/08/07)
Abstract: The synthesis of 2-amino-4H-chromenes through one-pot multicomponent reactions has received great attention due to the high atom efficiency and the broad bioactivities of the products. Here, the catalytic performances of a series of functional ionic liquids towards this type of reaction were investigated and the results showed that the ionic liquid, choline acetate ([Choline][Ac]), could efficiently promote this reactions under room temperature without the necessary of organic solvents. The reaction is easy to be conducted and the following work-up procedures are very simple. The pure products can be obtained through extraction and washing procedures, no column separation procedures are needed. Intriguingly, this reaction system can be easily scaled up to multi-gram, suggesting its perspective in industrial applications. In addition, the ionic liquid [Choline][Ac] can be easily prepared from cheap and biocompatible materials, and it can be feasibly recycled and reutilized for at least five cycles. Graphic Abstract: Various aldehydes, malononitrile and activated phenols could be converted to thecorresponding 2-amino-4H-chromenes with good to excellent isolated yields underthe catalysis of choline acetate at room temperature. [Figure not available: see fulltext.]
Nano-cellulose-OTiCl3 as a green and efficient catalyst for one-pot synthesis of 2-amino-7-hydroxy-4-aryl-4H-chromene-3-carbonitrile
Sadeghi, Bahareh,Arabian, Elham,Akbarzadeh, Elaheh
, p. 1207 - 1212 (2020/03/23)
2-Amino-7-hydroxy-4-aryl-4H-chromene-3-carbonitrile derivatives were prepared via one-pot three-component reaction among resorcinol, malononitrile and aromatic aldehydes. This reaction carried out successfully by applying nano-cellulose-OTiCl3
Nano CuO–Ag-catalyzed synthesis of some novel pyrano[2,3-d] pyrimidine derivatives and evaluation of their bioactivity
Poola, Sreelakshmi,Shaik, Mahammad S.,Sudileti, Murali,Yakkate, Subbarao,Nalluri, Vedasree,Chippada, Apparao,Cirandur, Suresh R.
, p. 805 - 820 (2019/11/14)
A simple, highly efficient, and green method is developed for the synthesis of pyrano[2,3-d] pyrimidine derivatives via Knoevenagel and Michael addition in the presence of nano CuO–Ag as a catalyst. The structures of synthesized target compounds 5a–l were confirmed by spectral and elemental analysis and were screened for their antioxidant activity by 2,2-diphenyl-1-picrylhydrazyl (DPPH), H2O2, and NO methods. Their antibacterial activity against Gram-negative bacteria Pseudomonas aeruginosa and Escherichia coli, against Gram-positive bacteria such as Bacillus subtilis and Staphylococcus aureus, and antifungal activity against Candida albicans and Candida glabrata was also evaluated. The compounds showed higher bacterial activity than the standard used. Compounds 5b, 5d, 5g, 5h, and 5i exhibited higher free radical scavenging activity than the standard butylated hydroxy toluene (BHT). Compounds 5b, 5d, and 5h showed higher activity on Gram-positive bacteria, and compounds 5b, 5d, 5h, and 5i showed higher activity on Gram-negative bacteria than that of standard tetracycline. Compounds 5b, 5j, and 5l showed much higher antifungal activity against Candida globrata and C. albicans than that of standard Griseofulvin.
Novel task-specific ionic liquid [Et2NH(CH2)2CO2H][AcO] as a robust catalyst for the efficient synthesis of some pyran-annulated scaffolds under solvent-free conditions
Shaikh, Mohd Akmal,Farooqui, Mazahar,Abed, Syed
, p. 1595 - 1617 (2019/01/04)
A novel task-specific ionic liquid, 2-carboxy-N,N-diethylethanaminium acetate denoted as [Et2NH(CH2)2CO2H][AcO], is prepared in an easy process and fully characterized by using suitable methods such as FT-IR, 1H-NMR, 13C-NMR, and TG, DTG and DTA analyses. After preparation, the promoting ability of this catalyst for one-pot multicomponent synthesis of 2-amino-4H-chromenes, dihydropyrano[3,2-c]chromenes and dihydropyrano[2,3-c]pyrazoles using in situ-developed arylidenemalononitriles through Knoevenagel reaction under solvent-free conditions is described. The sustainable procedure, short reaction times (6–36?min), effortless work-up, non-chromatographic purification, good-to-excellent product yields (79–96%), ease of recovery and reusability of the catalyst up to six reaction runs without a decrease of activity are the notable features of the present protocol.
Novel ferrocene substituted benzimidazolium based ionic liquid immobilized on magnetite as an efficient nano-catalyst for the synthesis of pyran derivatives
Mohammadi, Reza,Esmati, Somayeh,Gholamhosseini-Nazari, Mahdi,Teimuri-Mofrad, Reza
, p. 523 - 534 (2018/12/02)
Due to the attractive applications of functionalized ionic liquids (ILs) based on benzimidazolium as catalysts or solvents in the chemical reactions and also the wide applications of benzimidazole-based compounds in the medicinal chemistry; we designed an
Synthesis and characterization of a novel Fe3O4@SiO2-BenzIm-Fc[Cl]/BiOCl nano-composite and its efficient catalytic activity in the ultrasound-assisted synthesis of diverse chromene analogs
Mohammadi, Reza,Esmati, Somayeh,Gholamhosseini-Nazari, Mahdi,Teimuri-Mofrad, Reza
supporting information, p. 135 - 145 (2019/01/04)
In this study, a novel magnetically recoverable Fe3O4@SiO2-BenzIm-Fc[Cl]/BiOCl nano-composite was synthesized using a simple chemical co-precipitation method. This is the first time that a magnetic nano-catalyst bearing ionic liquid, ferrocene and BiOCl is synthesized. The Fe3O4@SiO2-BenzIm-Fc[Cl]/BiOCl nano-composite was characterized by Fourier-transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), energy-dispersive X-ray spectroscopy (EDX) and field emission scanning electron microscopy (FE-SEM) techniques. The catalytic activities of the novel magnetic nano-composite were evaluated in one-pot three-component synthesis of a wide variety of 2-amino-3-cyano-4H-chromene derivatives under ultrasound irradiation. A simple, facile and highly efficient ultrasound-assisted method was developed to synthesize 4H-chromene derivatives via one-pot, three-component reaction of aldehyde, malononitrile and active phenolic compounds (2-naphthol, 1-naphthol, 3-(dimethylamino)phenol, resorcinol and orcinol) at room temperature. The reaction of aldehyde, malononitrile and orcinol is newly introduced in this paper. The ultrasound-assisted synthesis protocol that was studied in this article exhibits some notable advantages such as short reaction times, operational simplicity, green reaction conditions, high yields and easy work-up and purification steps. In addition, the novel magnetic nano-composite could be easily recovered by an external magnetic field and reused for six-reaction cycles without significant loss of its catalytic activity.
Prolinamide functionalized polyacrylonitrile fiber with tunable linker length and surface microenvironment as efficient catalyst for Knoevenagel condensation and related multicomponent tandem reactions
Zhu, Hai,Xu, Gang,Du, Huimin,Zhang, Chenlu,Ma, Ning,Zhang, Wenqin
, p. 217 - 229 (2019/05/16)
A series of new prolinamide polyacrylonitrile fiber catalysts with tunable length of alkyl linker and different linker group were prepared by covalent bonding for the first time and well characterized by mechanical strength, FT-IR, XRD, EA, TGA, SEM and water contact angel. The catalytic activities of these fiber catalysts were evaluated in Knoevenagel condensation and one-pot Knoevenagel-Michael multicomponent tandem reactions to synthesize α, β-unsaturated nitrile and 2-amino-4H-chromene derivatives in water. The result show that the suitable linker length attaching amines to fiber matrix as well as the constructed hydrophobic microenvironment by linker group within the surface layers of fiber materials effectively promotes the reactions. In addition, the good swollen capacity of fiber in solvent ensure that the reaction proceed well. Fiber catalyst PANPA?2F modified by prolinamide with a C2 alkyl chain exhibited the best catalytic performance and can be easily recovered and reused for at least ten consecutive cycles without significant loss of catalytic activity and active sites leaching.
