- Ultrasonic-assisted preparation of Co3O4 and Eu-doped Co3O4 nanocatalysts and their application for solvent-free synthesis of 2-amino-4H-benzochromenes under microwave irradiation
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Co3O4 and Eu-doped Co3O4 nanocatalysts were synthesized through an ultrasonic-assisted solvothermal method and were characterized with X-ray diffraction (XRD), Fourier transform infrared (FT-IR), energy-dispersi
- Kafi-Ahmadi, Leila,Poursattar Marjani, Ahmad,Nozad, Ehsan
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- Biocompatible Ionic Liquid Promote One-Pot Synthesis of 2-Amino-4H-Chromenes Under Ambient Conditions
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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.]
- Zhu, Anlian,Li, Qixing,Feng, Wanlu,Fan, Dongshuang,Li, Lingjun
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p. 720 - 733
(2020/08/07)
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- Synthesis of 2-amino-3-cyano-4H-pyran derivatives using GO-Fc@Fe3O4 nanohybrid as a novel recyclable heterogeneous nanocatalyst and preparation of tacrine-naphthopyran hybrids as AChE inhibitors
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Abstract: GO-Fc@Fe3O4 nanohybrid as a powerful and reusable nanocatalyst was synthesized. The graphene oxide (GO) sheets with meta-chloroperoxybenzoic acid (mCPBA) were treatment, afterward were chemically modified with 4-Fc derivati
- Mozaffarnia, Sakineh,Teimuri-Mofrad, Reza,Rashidi, Mohammad-Reza
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p. 1455 - 1470
(2021/01/05)
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- MCM-41@Schiff base-Co(OAc)2 as an efficient catalyst for the synthesis of pyran derivatives
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Heterogeneous ordered mesoporous silica materials catalyst, MCM-41@Schiff base-Co(AcO)2, reveals high catalytic performance within the synthesis of pyran derivatives using the multicomponent reaction of aldehydes, malononitrile and 2-naphthol (
- Pan, Shiwei,Li, Puhui,Xu, Guihua,Guo, Jingchang,Ke, Libin,Xie, Canquan,Zhang, Zhoucai,Hui, Yonghai
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p. 1353 - 1371
(2019/11/20)
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- 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
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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.
- Mohammadi, Reza,Esmati, Somayeh,Gholamhosseini-Nazari, Mahdi,Teimuri-Mofrad, Reza
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supporting information
p. 135 - 145
(2019/01/04)
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- An Eco-friendly Catalytic System for One-pot Multicomponent Synthesis of Diverse and Densely Functionalized Pyranopyrazole and Benzochromene Derivatives
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An external base-free, efficient, cost-effective, and environmentally benign protocol has been developed for the one-pot multicomponent synthesis of highly functionalized pyranopyrazoles and benzochromenes using water extract of Agave americana (century p
- Patil,Patil, Rupesh C.,Patil, Suresh S.
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- Synthesis, characterization, anti-proliferative properties and DNA binding of benzochromene derivatives: Increased Bax/Bcl-2 ratio and caspase-dependent apoptosis in colorectal cancer cell line
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3-Amino-1-aryl-1H-benzo[f]chromene-2-carbonitrile derivatives were synthesized from three-component reaction of arylaldehyde, malononitrile and 2-naphthol in the presence of 1, 4-bis(4-ferrocenylbutyl)piperazine as a new catalyst. Cytotoxic potencies of t
- Ahagh, Mina Hanifeh,Dehghan, Gholamreza,Mehdipour, Maryam,Teimuri-Mofrad, Reza,Payami, Elmira,Sheibani, Nader,Ghaffari, Maryam,Asadi, Milad
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- Ferrocene-tagged ionic liquid stabilized on silica-coated magnetic nanoparticles: Efficient catalyst for the synthesis of 2-amino-3-cyano-4H-pyran derivatives under solvent-free conditions
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An advanced novel magnetic ionic liquid based on imidazolium tagged with ferrocene, a supported ionic liquid, is introduced as a recyclable heterogeneous catalyst. Catalytic activity of the novel nanocatalyst was investigated in one-pot three-component re
- Teimuri-Mofrad, Reza,Gholamhosseini-Nazari, Mahdi,Payami, Elmira,Esmati, Somayeh
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- An affordable DABCO-based ionic liquid efficiency in the synthesis of 3-amino-1-aryl-1H-benzo[f] chromene-2-carbonitrile, 1-(benzothiazolylamino)phenylmethyl-2-naphthol, and 1-(benzoimidazolylamino)phenylmethyl-2-naphthol derivatives
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In this study, [H2-DABCO][HSO4]2 is applied as an acidic ionic liquid to exclude some disadvantages of former methods reported for the synthesis of 3-amino-1-aryl-1H-benzo[f]chromene-2-carbonitrile, 1-(benzothiazolylamino)
- Nabinia, Nazanin,Shirini, Farhad,Tajik, Hassan,Mashhadinezhad, Maryam,Langarudi, Mohaddeseh Safarpoor Nikoo
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p. 2147 - 2157
(2018/08/03)
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- Synthesis and characterization of sodium polyaspartate-functionalized silica-coated magnetite nanoparticles: A heterogeneous, reusable and magnetically separable catalyst for the solvent-free synthesis of 2-amino-4H-chromene derivatives
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An efficient and facile method was used for the synthesis of sodium polyaspartate-functionalized silica-coated magnetite nanoparticles. The structure of this nanoparticle was characterized by scanning electron microscopies, X-ray diffraction, energy-dispe
- Mobinikhaledi, Akbar,Moghanian, Hassan,Ghanbari, Masoumeh
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- One-pot catalytic multicomponent synthesis of chromene derivatives by 1-Allyl-3-Methyl-Imidazolium halides
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2-amino-3-cyano-4-aryl-4H-benzo[h]chromenes and 2-amino-3- cyano-1-aryl-1H-benzo[f] chromenes were obtained in a one-pot three-component reaction of a or β-naphthol (1a and 1b), aromatic aldehydes (2a-n), malononitrile (3) in the presence of 1-allyl-3-met
- Azizkhani, Vahid,Amirloo, Mohammad Reza,Mohammadi, Bagher,Moradi, Ali Reza
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p. 831 - 837
(2018/04/09)
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- Novel ferrocene-based ionic liquid supported on silica nanoparticles as efficient catalyst for synthesis of naphthopyran derivatives
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We report synthesis of silica nanospheres containing ferrocene-tagged imidazolium acetate (SiO2@Im-Fc[OAc]) as efficient heterogeneous nanocatalyst for synthesis of naphthopyran derivatives under solvent-free conditions, based on modification o
- Teimuri-Mofrad, Reza,Gholamhosseini-Nazari, Mahdi,Payami, Elmira,Esmati, Somayeh
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p. 7105 - 7118
(2017/10/07)
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- Studies on the synthesis of substituted 2-amino-4H-benzo[h]chromene and 3-amino-1H-benzo[f]chromene derivatives using base supported ionic liquid like-phase (SILLP) as an efficient green catalyst
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The synthesis of several substituted 2-amino-4H-benzo[h]chromene and 3-amino-1H-benzo[f]chromene derivatives was carried out using a one-pot three-component reaction of an arylaldehyde, malononitrile and a naphthol in H2O and in the presence of
- Kheirkhah, Leila,Mamaghani, Manouchehr,Mahmoodi, Nosrat Ollah,Yahyazadeh, Asieh,Ziabari, Seyedeh Saeedeh Mirnezami
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- Synthesis, screening and docking of fused pyrano[3,2-d]pyrimidine derivatives as xanthine oxidase inhibitor
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In view of developing effective xanthine oxidase (XO) enzyme inhibitors, a series of 100 pyrano[3,2-d]pyrimidine derivatives was synthesized and evaluated for its in vitro XO enzyme inhibition. Structure activity relationship has also been established. Am
- Kaur, Manroopraj,Kaur, Amandeep,Mankotia, Suhani,Singh, Harbinder,Singh, Arshdeep,Singh, Jatinder Vir,Gupta, Manish Kumar,Sharma, Sahil,Nepali, Kunal,Bedi, Preet Mohinder Singh
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- Novel Metal Oxide of CuO-ZnO Nanocatalyst Efficiently Catalyzed the Synthesis of 2-Amino-4 H -chromenes in Water
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Novel metal oxide of CuO-ZnO nanocatalyst was prepared by a coprecipitation method and characterized by x-ray diffusion, Brunauer-Emmett-Teller surface area, scanning electron microscopy, transmission electron microscopy, and energy dispersive spectroscop
- Albadi, Jalal,Alihoseinzadeh, Amir,Mansournezhad, Azam,Kaveiani, Leila
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supporting information
p. 495 - 503
(2015/10/29)
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- Screening of a library of 4-aryl/heteroaryl-4H-fused pyrans for xanthine oxidase inhibition: Synthesis, biological evaluation and docking studies
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A series of 4-aryl/heteroaryl-4H-fused pyrans was synthesized via multicomponent reaction in a microwave synthesizer. All the pyrans were evaluated for in vitro xanthine oxidase inhibition. Structure-activity relationship was also established. Among the s
- Kaur, Ramandeep,Naaz, Fatima,Sharma, Sahil,Mehndiratta, Samir,Gupta, Manish Kumar,Bedi, Preet Mohinder Singh,Nepali, Kunal
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p. 3334 - 3349
(2015/08/03)
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- Efficient synthesis of 2-amino-4H-chromene derivatives in the presence of piperazine-functionalized Fe3O4/SiO2 magnetic nanoparticles as a new heterogeneous reusable catalyst under solvent-free conditions
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A new piperazine-functionalized Fe3O4/SiO2 magnetite nanoparticle was synthesized through the surface modification of magnetic iron oxide nanoparticles by piperazine. Iron oxide nanoparticles were synthesized by coprecipit
- Mobinikhaledi, Akbar,Moghanian, Hassan,Souri, Zeinab
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p. 432 - 439
(2014/05/20)
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- Recyclable Bi2WO6-nanoparticle mediated one-pot multicomponent reactions in aqueous medium at room temperature
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Different types of multicomponent reactions (MCRs) are reported using Bi2O3, BiVO4, and Bi2WO6 (nanoparticle) as heterogeneous catalysts. Among these, Bi2WO6 nanoparticles showed excellent reactivity for the synthesis of functionalized dihydropyridine, polyhydroquinoline, 4H-chromene and 2-amino-4H-benzo[b]pyran derivatives at ambient temperature in aqueous medium. All the reactions gave good to excellent yields in 10-45 minutes in the presence of 5 mol% (optimized) of the catalyst. The catalyst was regenerated and reused up to 5 times without losing catalytic activity. The gram scale synthesis of dihydropyridine gave the desired product in 82% yield in 2 h. This journal is
- Paplal, Banoth,Nagaraju,Veerabhadraiah, Palakollu,Sujatha, Kodam,Kanvah, Sriram,Vijaya Kumar,Kashinath, Dhurke
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p. 54168 - 54174
(2015/02/18)
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- Poly(4-vinylpyridine): As a green, efficient and commercial available basic catalyst for the synthesis of chromene derivatives
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Poly(4-vinylpyridine) is reported as a green, commercial available and efficient basic recyclable catalyst for the synthesis of chromene derivatives. This catalyst can be easily recovered by simple filtration and recycled up to 5 consecutive runs without
- Albadi, Jalal,Mansournezhad, Azam,Darvishi-Paduk, Mohammad
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p. 208 - 210
(2013/06/26)
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- [Cu(bpdo)2·2H2O]2+-supported SBA-15 nanocatalyst for efficient one-pot synthesis of benzoxanthenone and benzochromene derivatives
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A novel [Cu(bpdo)2·2H2O]2+- supported SBA-15 catalyst (bpdo = 2,2′-bipyridine,1,1′-dioxide) was prepared by the impregnation method. The catalyst was characterized by XRD, TEM, and BET nitrogen adsorption-desorption method
- Malakooti, Reihaneh,Parsaee, Zeinab,Hosseinabadi, Rahele,Oskooie, Hossein A.,Heravi, Majid M.,Saeedi, Mina,Amrollah, Maryam,Fallah, Akram
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p. 799 - 806
(2013/09/02)
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- An efficient one-pot synthesis of substituted 1h-naphtho[2,1-b]pyrans and 4h-1-benzopyrans (=Chromenes) under solvent-free microwave-irradiation conditions
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A facile heterogeneous synthesis of 3-amino-1-aryl-1H-naphtho[2,1-b]pyran and 2-amino-4-aryl-4H-1-benzopyran derivatives 3 and 5, respectively, was carried out efficiently by one-pot three-component coupling of an aromatic aldehyde 1, an active methylene compound 2, and naphthalen-2-ol or a phenol 4 in the presence of 5-A molecular sieves under solvent-free microwave-irradiation conditions (Scheme 1 and 2, Tables 1 and 2). The catalyst was recovered and recycled (Table 3). Copyright
- Shekhar, Adimulam Chandra,Kumar, Akula Ravi,Sathaiah, Gangaram,Raju, Kengiri,Rao, Pamulaparthy Shanthan,Sridhar, Madabhushi,Narsaiah, Banda,Srinivas, Punnamraju Venkata Satya Surya,Sridhar, Balasubramanian
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experimental part
p. 502 - 508
(2012/05/04)
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- Efficient and eco-friendly synthesis of 2-amino-4H-chromene derivatives using catalytic amount of tetrabutylammonium chloride (TBAC) in water and solvent-free conditions
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A simple, efficient and eco-friendly procedure has been developed using tetrabutylammonium chloride as catalyst for the synthesis of 2-amino-4H-chromene derivatives in water and solvent-free neat conditions. The present methodology offers several advantag
- Mehrabi, Hossein,Kamali, Nafiseh
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p. 599 - 605
(2013/02/22)
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- Diversity oriented synthesis of benzoxanthene and benzochromene libraries via one-pot, three-component reactions and their anti-proliferative activity
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Libraries of benzoxanthenes, as well as of benzochromenes, were efficiently synthesized via one-pot, three-component reactions of 2-naphthol, aldehydes, and cyclic 1,3-diketones/malononitrile/ethyl cyanoacetate in the presence of catalytic amount of eerie
- Kumar, Atul,Sharma, Siddharth,Maurya, Ram Awatar,Sarkar, Jayant
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scheme or table
p. 20 - 24
(2010/10/03)
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