- Ni–Al2O3 as reusable heterogeneous catalyst for expedient one-pot synthesis of naphthopyrans
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Abstract: Ni–Al2O3 is an efficient and reusable heterogeneous catalyst for the synthesis of naphthopyrans by one-pot three-component reaction of naphthols, aldehydes, and malononitrile in EtOH/H2O (1:1) solvent medium. A c
- Kalita, Subarna Jyoti,Saikia, Nilakhy,Deka, Dibakar Chandra,Mecadon, Hormi
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- Design, synthesis, anti-proliferative activity, and molecular docking studies of novel benzo[f]chromene, chromeno [2,3-d]pyrimidines and chromenotriazolo[1,5-c]pyrimidines
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In seeking to establish new anticancer agents, a group of novel substituted chromeno[2,3-d]pyrimidine and chromenotriazolo[1,5-c]pyrimidine derivatives were designed and synthesized as potential anti-proliferative agents. Chromeno[2,3-d]pyrimidine derivat
- Abu El-Azm, Fatma S. M.,El-Shahawi, Manal M.,Elgubbi, Amna S.,Madkour, Hassan M. F.
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- Clean, one-pot synthesis of naphthopyran derivatives in aqueous media
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A general and practical one-pot synthesis of naphthopyran derivatives using hexadecyltrimethylammonium bromide (HTMAB) as catalyst (10 mol%) is described. This method provides several advantages such as neutral conditions, high yields and simple workup pr
- Jin, Tong-Shou,Zhang, Jian-She,Liu, Li-Bin,Wang, Ai-Qing,Li, Tong-Shuang
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- Bipyridinium chloride supported rice husk silica: An efficient nanocomposite for the one-pot preparation of spirooxindole pyran and 2-amino-4h-chromene derivatives
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In this paper, rice-husk-silica supported n-propyl bipyridinium chloride (RHPrBPCl) has been prepared as a heterogeneous catalyst. RHPrBPCl has been successfully applied in the one-pot preparation of spirooxindole pyran and 2-amino- 4H-chromene derivative
- KIASAT, Ali Reza,HAMID, Sheida,SAGHANEZHAD, Seyyed Jafar
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p. 927 - 934
(2021/02/05)
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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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- One-pot Synthesis of 2-Amino-4H-Chromenes using Chicken Eggshell Waste as Green Catalyst under Solvent-Free Conditions
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Chicken eggshell waste has been employed as green and efficient catalyst for the preparation of 2-amino-4H-chromenes. The aromatic aldehydes were condensed with malononitrile and 1-naphthol or 2-naphthol under solvent-free condition in the presence of chi
- Gadhave, Anil,Uphade, Bhagwat
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p. 387 - 394
(2021/01/25)
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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 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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- Piperazine-functionalized nickel ferrite nanoparticles as efficient and reusable catalysts for the solvent-free synthesis of 2-amino-4H-chromenes
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Piperazine-functionalized nickel ferrite (NiFe2O4) nanoparticles were synthesized as recoverable heterogeneous base catalysts using a routine method. The synthesized materials were characterized using various spectroscopic techniques
- Pourhasan, Bahram,Mohammadi-Nejad, Ahmad
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p. 1356 - 1362
(2019/04/03)
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- Zn(L-proline)2 as an efficient and reusable catalyst for the multi-component synthesis of pyran-annulated heterocyclic compounds
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We have developed a simple, straightforward and highly efficient multi-component one-pot synthesis of 2-amino-3-cyano-4H-pyrans and pyran-annulated heterocyclic compounds. Zn(L-proline)2 has been utilized as a mild and efficient Lewis acid cata
- Tahmassebi, Daryoush,Blevins, John E.,Gerardot, Shori S.
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- Bipyridinium chloride supported rice husk silica: An efficient nanocomposite for the one-pot preparation of spirooxindole pyran and 2-amino-4H-chromene derivatives
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In this paper, rice-husk-silica supported n-propyl bipyridinium chloride (RHPrBPCl) has been prepared as a heterogeneous catalyst. RHPrBPCl has been successfully applied in the one-pot preparation of spirooxindole pyran and 2-amino-4H-chromene derivatives
- Hamid, Sheida,Kiasat, Ali Reza,Saghanezhad, Seyyed Jafar
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p. 927 - 934
(2020/06/27)
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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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- 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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- 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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- Aegle marmelos in heterocyclization: Greener, highly efficient, one-pot three-component protocol for the synthesis of highly functionalized 4 H -benzochromenes and 4 H -chromenes
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A facile, one-pot three-component protocol for the synthesis of 2-amino-4H-chromene derivatives has been demonstrated using Bael Fruit Extract (BFE) as a natural catalyst in a green reaction medium. This method offers a mild, efficient and highly economic
- Shinde, Sachin,Damate, Shashikant,Morbale, Smita,Patil, Megha,Patil, Suresh S.
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p. 7315 - 7328
(2017/02/05)
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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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- 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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- Straightforward and solvent-free synthesis of 2-amino-4H-chromenes in the presence of a choline-based magnetic ionic liquid as catalyst
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Choline tetrachloroferrate with a magnetic response property is applied in multicomponent one-pot synthesis of 2-amino-4H-chromenes as effective catalyst. The catalyst is characterized by the UV–Vis and Raman spectroscopies and by the electrospray ionizat
- Khodajoo,Sayyahi,Saghanezhad
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p. 1177 - 1181
(2016/07/06)
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- Synthesis, antifungal activity and docking study of 2-amino-4H-benzochromene-3-carbonitrile derivatives
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Pathogenic fungi are associated with diseases ranging from simple dermatosis to life-threatening infections, particularly in immunocompromised patients. During the past two decades, resistance to established antifungal drugs has increased dramatically and
- Mirjalili, BiBi Fatemeh,Zamani, Leila,Zomorodian, Kamiar,Khabnadideh, Soghra,Haghighijoo, Zahra,Malakotikhah, Zahra,Ayatollahi Mousavi, Seyyed Amin,Khojasteh, Shaghayegh
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p. 102 - 108
(2017/01/12)
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- Polystyrene-supported basic dicationic ionic liquid as a novel, reusable, and efficient heterogeneous catalyst for the one-pot synthesis of chromene derivatives in water
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Polystyrene-supported 1,4-bis(3-methylimidazolium-1-yl)butane dihydroxide basic dicationic ionic liquid was prepared by supporting the ionic liquid onto highly cross-linked chloromethylated polystyrene. FT-IR, SEM, TG-DTA, and elemental analysis were empl
- Heidarizadeh, Fariba,Taheri, Narges
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p. 3829 - 3846
(2016/04/05)
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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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- KG-60-piperazine as an efficient heterogeneous catalyst for three-component synthesis of 2-amino-2H-chromenes
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Abstract Silica-supported piperazine (KG-60-piperazine), as a mild and efficient basic catalyst, has played a role in the three-component reaction of some substituted benzaldehydes, malononitrile, and phenols, to yield the corresponding 2-amino-2H-chromen
- Golari, Neda,Rahimizadeh, Mohammad,Bakavoli, Mehdi,Rezaei-Seresht, Esmail
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p. 6023 - 6032
(2015/08/18)
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- Highly efficient organocatalytic synthesis of diverse and densely functionalized 2-amino-3-cyano-4H-pyrans under mechanochemical ball milling
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An improved one-pot three-component and environmentally benign approach for the synthesis of a wide range of densely functionalized 2-amino-3-cyano-4H-pyran annulated derivatives has been described by the reaction of aryl aldehydes, malononitrile and dive
- Dekamin, Mohammad G.,Eslami, Mohammad
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p. 4914 - 4921
(2015/01/08)
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- Silica-supported yttrium nitrate hexahydrate as a heterogeneous catalyst for the synthesis of 2-Amino-4H-chromenes in water
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Silica-supported yttrium nitrate hexahydrate (Y(NO3)3.6H2O/SiO2) has been found to be an efficient and reusable catalyst for the synthesis of 2-amino-4H-chromenes via a one-pot aqueous three-component reaction b
- Karami, Bahador,Farahi, Mahnaz,Bazrafshan, Masoomeh,Khodabakhshi, Saeed
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p. 109 - 112
(2014/12/10)
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- Synthesis and characterization of benzochromeno[2,3-b]tetrahydroquinolinone derivatives
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We report on a novel method for the preparation of a new series of benzochromeno[2,3-b]tetrahydroquinolin-1-one derivatives. The title compounds are prepared by the 5-substituted-1,3 -cyclohexanedione and 3-amino-1-aryl-1H- benzo[f]chromene-2-carbonitrile
- Han, Guang-Fan,Wang, Ming,Jin, Yan,Chen, Li-Zhuang
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p. 648 - 655
(2014/06/10)
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- Covalently anchored n-propyl-4-aza-1-azoniabicyclo[2.2.2]octane chloride on SBA-15 as a basic nanocatalyst for the synthesis of pyran heterocyclic compounds
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In the present study, highly ordered n-propyl-1,4 diazoniabicycle[2.2.2] octane chloride functionalized mesoporous SBA-15, SBA-DABCO, with high surface area and narrow pore-size distribution was synthesized and characterized by TEM, SEM, FT-IR, CHN, TGA,
- Davarpanah, Jamal,Kiasat, Ali Reza
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p. 4403 - 4412
(2014/01/17)
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- Ultrasound irradiation for the green synthesis of chromenes using L-arginine-functionalized magnetic nanoparticles as a recyclable organocatalyst
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A practical, convenient, and cheap methodology is developed for the synthesis of a series of chromene derivatives via cyclocondensation of α- or β-naphthol, malononitrile and aromatic aldehydes, in the presence of l-arginine-immobilized magnetic nanoparti
- Azizi, Kobra,Karimi, Meghdad,Shaterian, Hamid Reza,Heydari, Akbar
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p. 42220 - 42225
(2015/02/05)
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- L-proline as reusable and organo catalyst for the one-pot synthesis of substituted 2-Amino-4H-chromenes
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L-proline catalyzed one-pot three-component condensation reaction of aromatic aldehydes, malononitrile and naphthols proceeded in EtOH to afford corresponding 2-Amino-4H-chromenes in high to excellent yields at reflux conditions. The protocol found to be
- Behbahani, Farahnaz Kargar,Ghorbani, Mehdi,Sadeghpour, Mahdieh,Mirzaei, Mohamad
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p. 191 - 194
(2013/07/26)
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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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- Nanozeolite clinoptilolite as a highly efficient heterogeneous catalyst for the synthesis of various 2-amino-4H-chromene derivatives in aqueous media
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The preparation of pharmaceutically active 2-amino-4H-chromene derivatives has been achieved using a nano powder of natural clinoptilolite (CP) zeolite. A wide range of these worthy structures having diverse substituents on the 4H-chromene ring were effic
- Baghbanian, Seyed Meysam,Rezaei, Niloufar,Tashakkorian, Hamed
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p. 3446 - 3458
(2013/12/04)
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- On water CuSO4. 5H2O-catalyzed synthesis of 2-amino-4H-chromenes
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Sustainable development is a balance between environment and development. Sustainable development requires sustainable supplies of clean, affordable, and renewable energy sources that do not cause negative impact to the society. This article introduces a
- Behbahani, Farahnaz Kargar,Maryam, Sadeghi
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p. 357 - 360
(2013/07/26)
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- Basic magnetic nanoparticles as efficient catalysts for the preparation of naphthopyrane derivatives
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Aminosilane-functionalised spinel ferrite oxide (Fe2O 3 ) magnetic nanoparticles have been synthesised and used as efficient heterogeneous base catalysts for the condensation of aromatic aldehydes with malonitrile and α (or β) naphth
- Yarahmadi, Hossein,Shaterian, Hamid Reza
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experimental part
p. 49 - 51
(2012/04/04)
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- Microwave-assisted one-pot synthesis of 2-Amino-2-chromenes using piperazine as a catalyst under solvent-free conditions
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A simple and efficient procedure for the synthesis of substituted 2-amino-2-chromenes employing one-pot three-component condensation reaction of aromatic aldehydes with malononitrile and activated phenols has been developed by using the odorless and easy
- Mobinikhaledi, Akbar,Moghanian, Hassan,Sasani, Fatemeh
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experimental part
p. 262 - 265
(2011/06/26)
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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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- Microwave assisted one-pot synthesis of 2-amino-4hchromenes and spiropyrano[2,3-d]pyrimidine
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A convenient and efficient method using microwave assisted one pot synthesis reactions for synthesis of 4H-benzo[f]chromenes by the reaction of aromatic aldehydes with a mixture of malononitrile and naphthols was examined. The synthesis of spiropyrano[2,3-d]pyrimidines by the reaction of isatin with malononitrile and barbituric acid and/or thiobarbituric acid was investigated. The versatility of the method was also examined through the reaction of aromatic aldehydes and malononitrile with various reagents.
- Mahmoud, Alaa F.,Abd El-Latif, Fathy F.,Ahmed, Amira M.
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experimental part
p. 91 - 96
(2010/10/02)
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- Convenient method for synthesis of substituted 2-amino-2-chromenes
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Some substituted 2-amino-2-chromenes were synthesized by the reaction of arylidenemalononitriles with 1-naphthol or 2-naphthol in the presence of sodium hydroxide as catalyst under solvent-free condition. Copyright Taylor & Francis Group, LLC.
- Zhang, Ai-Qin,Zhang, Ming,Chen, Huan-Huan,Chen, Jun,Chen, Hai-Yan
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p. 231 - 235
(2007/10/03)
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- Action of primary amines and hydroxylamine on ethoxymethyleneaminonaphtopyranes: Synthesis of new naphtopyrano [2,3-d] pyrimidines derivatives
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A variety of naphtopyrans 1 has been prepared by reaction of 2-naphtol with aryl (or alkyl) idenemalononitriles. The reaction of the naphtopyrans with triethylorthoformiate and then with primary amines and hydroxylamine, leads to new naphtopyrano [2, 3-d] pyrimidines 3 and 4, whose structures were confirmed by IR and NMR spectroscopy.
- Messaad, Mehadi,Chabchoub, Fakher,Salem, Mansour
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p. 139 - 144
(2007/10/03)
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- Heterocycles synthesis through reactions of nucleophiles with acrylonitriles: Part XI - A convenient one-pot synthesis of 4H-chromenes
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Several new 4H-chromenes (IVa-j and Va-j) have been synthesised by a one-step and facile method in excellent yields. The reaction mechanism is also reported.
- Abdel-Latif
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p. 664 - 666
(2007/10/02)
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- CYCLIZATION OF NITRILES. XXIII. ADDITION OF ACTIVE PHENOLS TO ELECTRON-DEFICIENT ETHYLENES, ACCOMPANIED BY CYCLIZAION TO 2-AMINO-4H-BENZOPYRANS. CRYSTAL STRUCTURE OF 2-AMINO-4-(2-FLUOROPHENYL)-3-ETHOXYCARBONYL-4H-NAPHTHOPYRAN
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Active phenols and also 2-naphthol react with arylidene derivatives of malononitrile and cyanoacetic ester with the formation of the corresponding substituted 2-amino-4H-benzo- and 2-amino-4H-naphthopyrans.By X-ray crystallographic investigation
- Klokol, G.V.,Sharanina, L.G.,Nesterov, V.N.,Shklover, V.E.,Sharanin, Yu.A.,Struchkov, Yu.T.
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p. 369 - 377
(2007/10/02)
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