- Functionalized mesoporous materials as efficient organocatalysts for the syntheses of xanthenes
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Highly efficient and recyclable heterogeneous organocatalysts containing acidic functional groups such as CO2H and SO3H have been synthesized by post-synthesis modification of 2D-hexagonal mesoporous silica materials SBA-15 and MCM-4
- Mondal, John,Nandi, Mahasweta,Modak, Arindam,Bhaumik, Asim
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- Solvent-free synthesis of 14-aryl-14H-dibenzo[a-j]xanthenes using Fe3O4@Al2O3@SiO2@Fe2O3 as a green catalyst
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We report, a novel, green, nano-sized particles as a sandwich nano-capsule multilayer catalyst (SNC@MC) [Fe3O4@Al2O3@SiO2@Fe2O3] for the efficacious one-pot synthesis of 14-aryl-
- Darya, Naghmeh,Tajik, Hassan
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supporting information
p. 3546 - 3564
(2021/11/04)
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- Br?nsted Acidic Ionic Liquid-Catalyzed Synthesis of 14-Aryl-14H-dibenzo[a,j]xanthenes with Controlled Microwave Heating under Solvent-Free Conditions
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Abstract: 1-Methyl-3-sulfo-1H-imidazol-3-ium chloride([Msim]Cl) catalyzed the condensation of β-naphthol with aromatic aldehydesunder microwave irradiation. This method is efficient to synthesizedibenzoxanthene derivatives in excellent yields, and the cat
- Huynh, C. C.,Le, T. N.,Tran, P. H.
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p. 504 - 508
(2020/04/29)
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- Fe+3-montmorillonite K10 as an Efficient Reusable Heterogeneous Catalyst for the Grind Mediated Synthesis of 14-aryl-14H-dibenzo [a,j]xanthenes
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Background: Xanthenes are an important class of organic compounds and have also received significant attention due to their wide range of pharmacological activities such as antibacterial, antiviral, antiinflammatory activities, antagonists for the paralyzing action of zoxazolamine and efficiency in photodynamic therapy, a well-known method for controlling the localized tumors. Natural sources are also rich of xanthene compounds. Popularly known pigments, santalin have been isolated from plant species. Furthermore, these compounds can be emerged as pH-sensitive fluorescent materials for visualization of biomolecules, in laser technologies and as dyes. There are several reports in the literature for the synthesis of xanthenes such as alkylations of heteroatoms, cyclodehydrations, cyclocondensations between 2-hydroxyaromatic aldehydes and 2- tetralone, trapping of benzynes by phenols and intramolecular phenyl-carbonyl coupling reactions of benzaldehydes and acetophenones bearing tethered carbonyl chains in the presence of hexamethylphosphoramide and SmI2. Other methods for the synthesis of xanthenes include the reaction of formamide with β-naphthol, carbon monoxide, and 1- hydroxymethyl-naphthalen-2-ol. Methods: procedure a: A mixture of substituted benzaldehyde, 2-naphtol and Fe+3-montmorillonite K10 was mixed. After completion of the reaction, the product was solved in CHCl3 (3×10 mL) and insoluble catalyst was removed by filtration. The organic phase including the product and chloroform was evaporated under vacuum. The resulting crude material was purified by recrystallization from EtOH to afford pure products. procedure b: A mixture of substituted benzaldehyde, phenylhydrazine and Fe+3-montmorillonite K10 were added to a mortar and the mixture was pulverized with a pestle. After completion of the reaction, 2-naphtol was added to the consulting mixture and pulverized with a pestle. The organic phase including the product and chloroform was evaporated under vacuum. The resulting crude material was purified by recrystallization from EtOH to afford pure products. Results: As part of our going interest for the development of efficient and environmentally friendly procedures for the synthesis of heterocyclic and pharmaceutical compounds, we wish to report the first grind mediated synthesis of some derivatives of xanthenes using catalytic amount of Fe+3-montmotillonite. Conclusion: In conclusion, we have investigated the Fe+3-montmorillonite K10 under grinding as a mild and efficient catalyst for the synthesis of substituted 14-aryl-14H-dibenzo [a,j]xanthenes. The remarkable advantages offered by this method are: catalyst is inexpensive, non-toxic, easy handling and reusability, simple work-up procedure, short reaction time, high yields of product with better purity and green aspect by avoiding toxic catalyst and hazardous solvent.
- Fekri, Leila Z.,Nikpassand, Mohammad,Fard, Hajar S.,Marvi, Omid
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p. 135 - 142
(2016/03/01)
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- 1,4-Diazaniumbicyclo[2.2.2]octane diacetate: As an effective, new and reusable media for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes
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A general synthetic route to dibenzoxanthenes has been developed using 1,4-diazaniumbicyclo[2.2.2]octane diacetate as a new bis ionic liquid under thermal and solvent free condition. This method provides several advantages such as a simple work-up, environmental friendliness and shorter reaction time along with high yields. All of the synthesized compounds were characterized by infrared spectroscopy, 1H and 13C spectroscopy and elemental analyses.
- Fekri, Leila Zare,Fard, Hajar Saeedi
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p. 263 - 270
(2016/07/06)
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- Efficient one-pot synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives promoted by niobium pentachloride
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A simple and efficient procedure for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives through one-pot condensation of 2-naphthol with aryl aldehydes in the presence of niobium pentachloride is described. The reactions were carried out using 2
- De Andrade Bartolomeu, Aloisio,De Menezes, Manoel Lima,De Silva Filho, Luiz Carlos
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p. 1593 - 1600
(2015/03/30)
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- Efficient one-pot synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives promoted by niobium pentachloride
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A simple and efficient procedure for the synthesis of 14-aryl-14H-dibenzo[a,j ]xanthene derivatives through one-pot condensation of 2-naphthol with aryl aldehydes in the presence of niobium pentachloride is described. The reactions were carried out using
- De Andrade Bartolomeu, Aloisio,De Menezes, Manoel Lima,Da Silva Filho, Luiz Carlos
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p. 1593 - 1600
(2015/02/19)
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- Phosphosulfonic acid, an efficient solid acid catalyst for the one-pot preparation of 14-aryl-14H-dibenzo[a,j]xanthenes and 1,8-dioxooctahydroxanthenes under solvent-free conditions
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An expeditious procedure for the synthesis of 14-aryl-14H-dibenzo[ a,j]xanthenes and 1,8-dioxooctahydroxanthenes through a one-pot pseudo three component condensation of β-naphthol or dimedone with various aromatic aldehydes is described. This green proto
- Kiasat, Ali Reza,Mouradzadegun, Arash,Saghanezhad, Seyyed Jafar
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p. 1291 - 1299
(2013/10/22)
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- Microwave-assisted green synthesis of dibenzo[a,j]xanthenes using p-dodecylbenzenesulfonic acid as an efficient Bronsted acid catalyst under solvent-free conditions
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The p-dodecylbenzenesulfonic acid (DBSA) has been successfully applied as an efficient acidic catalyst for the microwave-assisted synthesis of a series of 14-aryl- or alkyl-14H-dibenzo[a,j]xanthenes (3a-m) via a one-pot condensation-cyclization reaction o
- Prasad, Davinder,Preetam, Amreeta,Nath, Mahendra
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experimental part
p. 675 - 678
(2012/10/08)
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- An efficient synthesis of naphtha[1,2-e]oxazinone and 14-substituted-14H- dibenzo[a,j]xanthene derivatives promoted by zinc oxide nanoparticle under thermal and solvent-free conditions
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A general synthetic route to the synthesis of 1,2-dihydro-1-arylnaphtho[1, 2-e][1,3]oxazine-3-one and 14-substituted-14H-dibenzo[a,j]xanthenes derivatives has been developed using ZnO-NPs under thermal and solvent-free conditions. The union of 2-naphthol,
- Dharma Rao,Kaushik,Halve
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experimental part
p. 2741 - 2744
(2012/07/16)
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- A simple and efficient one-pot bis-bromine-1,4-diazabicyclo [2.2.2]octane (Br2-DABCO) catalyzed synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes under solvent-free conditions
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Bis-bromine-1,4-diazabicyclo[2.2.2]octane (Br2-DABCO) is an efficient, readily available, and reusable catalyst for the synthesis of 14-aryl-14 H-dibenzo[a,j]xanthenes 3 by condensation of β-naphthol 2 and aldehydes 1. This reaction under solve
- Ghasemnejad-Bosra, Hassan,Forouzani, Mehdi
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experimental part
p. 83 - 85
(2011/10/12)
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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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- Fluoroboric acid adsorbed on silica-gel-catalyzed synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives
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A simple and efficient procedure has been developed for the preparation of 14-aryl-14H-dibenzo[a,j]xanthene derivatives using fluoroboric acid adsorbed on silica gel as a heterogeneous catalyst. The methodology involves the one-pot condensation reaction o
- Liu, Yu-Heng,Tao, Xu-Ye,Lei, Li-Qin,Zhang, Zhan-Hui
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experimental part
p. 580 - 589
(2009/07/04)
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- An efficient synthesis of 14-Aryl or Alkyl-14H-dibenzo[a. j]xanthenes using reusable HBF4-SiO2 catalyst under thermal and solvent-free conditions
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A simple and convenient procedure for the synthesis of 14-aryl or alkyl-14H-dibenzo[a.j]xanthene derivatives is described through a one-pot condensation of β-naphthol with various aryl or alkyl aldehydes in the presence of HBF4-SiO2
- Fu, Gui-Yun,Huang, Yi-Xiang,Chen, Xiao-Gang,Liu, Xiao-Ling
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experimental part
p. 381 - 385
(2009/12/04)
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- Synthesis and luminescence of 14-aryl-or alkyl-14h-dibenzo[a,j]xanthenes catalyzed by 2-1'-methylimidazolium-3-yl-1-ethyl sulfate
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A facile and efficient synthesis of 14-aryl or alkyl-14H-dibenzo[a,j] xanthenes has been accomplished by treatment of-naphthol with aryl or alkyl aldehydes catalyzed by 2-1'-methylimidazolium-3-yl-1-ethyl sulfate in ionic liquid [BMIM][BF4] at 80C. The lu
- Wu, Hui,Chen, Xiu-Mei,Wan, Yu,Xin, Hai-Qiang,Xu, Hua-Hong,Yue, Cai-Hui,Pang, Li-Ling,Ma, Rui
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experimental part
p. 3762 - 3771
(2009/12/24)
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- A simple and convenient method for the synthesis of aryl-14H-dibenzo[a,j] xanthenes by using dipyridine copper chloride as Lewis acid catalyst
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(Chemical Equation Presented) Convenient and facile synthesis of aryl-14H-dibenzo[a,j]xanthenes is described through a one pot condensation of β-naphthol and aryl aldehydes in the presence of dipyridine copper chloride as the Lewis acid catalyst under sol
- Venu Madhav,Naveen Kumar,Someshwar,Rajitha
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p. 119 - 121
(2008/09/18)
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- Silica sulfuric acid: A simple, efficient, and reusable heterogeneous catalyst for the one-pot synthesis of aryl-14H-dibenzo[a,j]xanthenes under conventional heating and solvent-free conditions
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A novel approach towards the one-pot synthesis of aryl-14H-dibenzo[a,j] xanthenes is described from a known reaction between substituted aldehydes and β-naphthol in the presence of heterogeneous catalyst silica sulfuric acid under conventional heating as
- Hunnur, Raveendra K.,Sunilkumar,Kumar,Srinivasulu,Udupi,Hima Bindu
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experimental part
p. 143 - 147
(2009/04/11)
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- Synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives catalysed by expanded graphite under solvent-free condition
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A convenient eco-friendly procedure has been developed for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives by one-pot condensation of 2-naphthol and aryl aldehydes catalysed by expanded graphite under solventfree conditions. The present meth
- Li, Geng-Chen
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scheme or table
p. 484 - 485
(2009/08/07)
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- Yb(OTf)3 catalyzed condensation reaction of β-naphthol and aldehyde in ionic liquids: a green synthesis of aryl-14H-dibenzo[a,j]xanthenes
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A facile, efficient and green synthesis of aryl-14H-dibenzo[a,j]xanthenes has been developed by one-pot condensation of β-naphthol and substituted benzaldehydes in the presence of ytterbium triflates in ionic liquids.
- Su, Weike,Yang, Dong,Jin, Can,Zhang, Bo
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p. 3391 - 3394
(2008/09/21)
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- Efficient synthesis of aryl-14H-dibenzo[a.j]xanthenes using NaHSO4-SiO2 or 5%WO3/ZrO2 as heterogeneous catalysts under conventional heating in a solvent-free media
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A simpler and greener protocol has been developed for the preparation of aryl-14H-dibenzo[a.j]xanthenes: a one-pot condensation of β-naphthol and aryl aldehydes, in the presence of silica-supported sodium hydrogen sulfate (NaHSO4·SiO2) or tungstated zirco
- Nagarapu, Lingaiah,Baseeruddin,Kumari, N. Vijaya,Kantevari, Srinivas,Rudradas
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p. 2519 - 2525
(2008/02/10)
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- Heterogeneous catalyst: Amberlyst-15 catalyzes the synthesis of 14-substituted-14H-dibenzo[a,j]xanthenes under solvent-free conditions
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A one-pot condensation of β-naphthol with aldehydes in the presence of Amberlyst-15 to give 14-substituted-14H-dibenzo[a,j]xanthenes under solvent-free condition is described.
- Ko, Shengkai,Yao, Ching-Fa
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p. 8827 - 8829
(2007/10/03)
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- Sulfamic acid: A novel and efficient catalyst for the synthesis of aryl-14H-dibenzo[a.j]xanthenes under conventional heating and microwave irradiation
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A simple and convenient procedure for the synthesis of aryl-14H-dibenzo[a. j]xanthenes is described through a one-pot condensation of β-naphthol with aryl aldehydes in the presence of sulfamic acid as the catalyst in a solvent-free media using both conven
- Rajitha,Sunil Kumar,Thirupathi Reddy,Narsimha Reddy,Sreenivasulu
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p. 8691 - 8693
(2007/10/03)
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