فهرست مطالب

Organic Chemistry Research
Volume:4 Issue: 1, Spring 2018

  • تاریخ انتشار: 1397/02/11
  • تعداد عناوین: 12
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  • Mohsen Shekouhy, Reza Kordnezhadian, Ali Khalafi Nezhad * Pages 1-10

    A catalyst-free one-pot three component methodology for the synthesis of α-aminonitriles under ultrasonic irradiation at room temperature using [Bmim]Br as a neutral reaction medium is described. A broad range of substrates including the aromatic, heteroaromatic and aliphatic aldehydes were condensed with amines (aliphatic and aromatic) and trimethylsilyl cyanide (TMSCN). Using this method, all reactions were completed in short times and the products were obtained in good to excellent yields. The reaction medium could be recycled and reused several times without any loss of efficiency.

    Keywords: α-Aminonitrile, 1-Butyl-3-methylimidazolium bromide, Catalyst-free synthesis, Ultrasound-promoted synthesis, Ionic Liquid, Green chemistry
  • Arash Ghorbani Choghamarani *, Mohsen Nikoorazm, Masoomeh Norouzi Pages 11-22

    A simple, efficient, and green practical approach to Knoevenagel condensation of malononitrile and different aldehydes has been developed using an ionic liquid functionalized on Fe3O4 magnetic nanoparticles as heterogeneous catalyst. This nanostructural catalyst has also been applied for the synthesis of 4H-benzo[b]pyran derivatives in water at room temperature in short reaction time. All of the products were obtained in good to excellent yields. The TPPA-IL-Fe3O4 catalyst was used at least seven times with comparable activities to the fresh catalyst.

    Keywords: Ionic Liquid, Fe3O4 magnetic nanoparticles, Knoevenagel condensation, 4H-benzo[b]pyran
  • Maryam Hajjami *, Razieh Nejat, Fatemeh Sharifirad, Fatemeh Gholamian Pages 23-42

    In the present work, we have planned a new magnetically recoverable nanocatalyst. The obtained nanocatalyst designated as Fe3O4@SiO2@DOPisatin-Ni (II) was characterized by FTIR, XRD, SEM, EDAX, VSM, AAS and TGA techniques. It was found that Fe3O4@SiO2@DOPisatin-Ni (II) successfully catalyses the synthesis of 2,3-dihydroquinazolin-4(1H)-ones, polyhydroquinoline and 5-substituted 1H-tetrazoles in solvent free condition and PEG as a green solvent.

    Keywords: Magnetically nickel(II), 3-Dihydroquinazolin-4(1H)-ones, Polyhydroquinoline, 5-Substituted 1H-tetrazoles
  • Mahmoud Zarei, Mohammadali Zolfigol *, AhmadReza Moosavi Zare, Ehsan Noroozizadeh Pages 43-57

    In this work, palladium (II) chloride-supported-N-(dipyridine-2-ylmethyl)-3-(silica-magnetite)propan-1-amine (nano-Fe3O4@SiO2@dipy@PdCl2) as a new nanostructured catalyst was prepared and its structure completely studied by different techniques and then successfully tested on Heck and Suzuki reactions.the formula is not displayed correctly!

    Keywords: Nano-Fe3O4 @ SiO2@dipy @ PdCl2_Nano magnetic Fe3O4_Cross coupling reaction_Heck reaction_Suzuki reaction
  • Kamal Amani *, Maisam Yarie, Fomida Shahbazi Pages 58-66

    A facile, convenient, green and environmentally benign one-pot three-component synthesis of poly-functionalized 4H-pyrans and 4H-chromenes is described. A basic ionic liquid 2-(2-hydroxyethoxy)ethaneammonium formate was found to be an efficient catalyst or catalytically active solvent for the synthesis of those important classes of heterocyclic compounds.

    Keywords: 4H-pyran, 4H-chromene, Basic ionic liquid, 2- (2-Hydroxyethoxy) ethaneammonium formate, One-pot three-component synthesis
  • Ali Darehkordi *, Mahin Ramezani Pages 67-72

    In this investigation a simple synthetic method for the synthesis of trifluoromethyl-1H-benzo[e][1,2,4]triazolo[1,2-a][1,2,4]triazine-1,3(2H)-diones and (trifluoromethyl)benzo [5,6][1,2,4]triazino[1,2-b]phthalazine-8,13-diones has been developed using urazole or phthalazine and aceteimidoyl chloride derivatives at room temperature under ultrasound irradiations. In the comparison to the conventional method the ultrasound irradiation increased the yield and the reactions times decreased considerably.

    Keywords: Ultrasound irradiation, Trifluoroacetimidoyl chloride, Urazole, Phthalazine
  • Ramin Ghorbani Vaghei *, Hassan Sanati, Sedigheh Alavinia Pages 73-85

    Substituted pyrroles are an essential class of heterocyclic compounds. In this research, an efficient and eco-friendly method has been developed for the synthesis of pyrrole derivatives from the reaction of 2,5-hexanedione and primary amines. Magnetic nanoparticles supported on functionalized. 7-aminonaphthalene-1,3-disulfonic acid-functionalized. silica (Fe3O4@SiO2@Propyl–ANDSA) has been investigated as a novel catalyst in this reaction. Herein, a novel catalyst was developed for an efficient and environmentally friendly synthesis of pyrrole in excellent yields. It should also be noted that Fe3O4@SiO2@Propyl–ANDSA as reaction catalyst could be recovered quickly and reused for several times without any decrease in efficiency. With its operational simplicity, green nature, and high yields the reaction will be acting as an attractive alternative for the synthesis of substituted pyrroles.

    Keywords: Fe3O4@SiO2@Propyl-ANDSA, Heterocyclic compounds, Pyrroles, Functionalized silica
  • Ali Maleki *, Razieh Firouzi Haji, Parisa Farahani Pages 86-94

    In this work, an efficient and green procedure for the synthesis of various substituted 1,5-benzodiazepine derivatives via a one-pot three-component catalytic reaction has been described. The reaction was conducted between o-phenylenediamine, dimedone and aldehyde derivatives in the presence of CuFe2O4 nanoparticles as a magnetic heterogeneous nanocatalyst under ball-milling conditions at room temperature. High yields of the products, short reaction times, simplicity of operation, mild reaction conditions, non-toxicity, easy work-up and purification of the products through crystallization method (chromatography-free) and recyclability of the catalyst are added advantages of this work.

    Keywords: Multicomponent reactions, Benzodiazepine, Magnetic heterogeneous nanocatalyst, CuFe2O4
  • Akbar Mobinikhaledi *, Naser Foroughifar, Hassan Moghanian, HamidReza Jaberi Pages 95-99

    Reaction of 3,4,5,6-tetrahydro-2-pyrimidinethiol, prepared by cyclocondensation reaction of 1,3-diamino propane 1 and carbon disulfide, with ethyl chloroacetate and substituted aromatic aldehydes in the presence of sodium acetate and acetic acid gave 2-[(Z)-1-(aryl)]-6,7-dihydro-2H-isothiazolo[2,3-a]pyrimidine-3(5H)-one derivatives 3(a-j) in good yields. 1H-NMR spectroscopy, and elemental analysis were used for identification of these compounds.

    Keywords: Condensation, Pyrimidine, Isothiazole, Synthesis
  • Parvaneh Shfieyoon, Ebrahim Mehdipour * Pages 100-109

     As a monomer, the [N-(alanine)] para-styrene sulfonamide (ASS) was prepared, from the reaction of para-styrene sulfonyl chloride and (S)-(+)-alanine in the presence of KOH 1M as a base, and CH3Cl was used as solvent. The monomer confirmed using FT-IR and 1H-NMR spectroscopy. Polystyrene [N-(alanine) sulfonamide] (PASS) was also prepared from the polymerization of [N-(alanine)] para-styrene sulfonamide (ASS) in the presence of AIBN (azoisobutyronitrile) under atmosphere of nitrogen. Then, the Polystyrene [N-(alanine) sulfonamide]/ palladium chloride as a polymer- supported palladium complex was also prepared from the reaction of PdCl2 (CH3CN)2 with PASS in the presence of KOH 1M. In the result, a green solid was appeared. Moreover, this catalyst was synthesized for the first time as a polymer-supported palladium and applied in Heck reactions.

    Keywords: [N-(Alanine)] para-styrene sulfonamide, Polystyrene [N-(alanine) sulfonamide], Poly styrene [N-(alanine) sulfonamide], palladium chloride, Polymer-supported palladium, Heck reaction
  • Elham Sedighinia, Rashid Badri *, Alireza Kiasat Pages 110-115

    In this work, preparation and crystallization of yttrium iron garnet Y3Fe5O12 super-paramagnetic nanoparticle by aqueous sol–gel processes and its application as an effective nano catalyst for esterification and etherification reactions in short reaction time and in high isolated yields. Then this catalist was used for the synthesis of Dihydropyrimidin derivatives is described. The catalyst was identified by FT-IR spectroscopy, scanning electron microscopy (SEM), Transmission electron microscopy (TEM) , X-ray diffraction (XRD) , vibrating sample magnetometer(VSM) analysis.

    Keywords: Nanoparticle, Vtterium iron garnet, Octahydroquinazoline, Bijinelly, Sol-Gel
  • Hossein Shahbazi Alavi *, Javad Safaei Ghomi, Seyed Hadi Nazemzadeh Pages 116-123

    The preparation of bis-thiazolidinones has been achieved by a one-pot condensation reaction of araldehydes, ethylenediamine and thioglycolic acid in the presence of nano-CuCr2O4 nanoparticles under reflux conditions in toluene. This method provides several advantages including easy workup, excellent yields, short reaction times, reusability of the catalyst and low catalyst loading.

    Keywords: CuCr2O4 nanoparticles, Bis-thiazolidinones, Ethylenediamine, One-pot, Thioglycolic Acid