Hydroxylamine-O-sulfonic Acid (HOSA): As a Task Specific Catalyst for the Synthesis of 1,8-Dioxo-octahydroxanthenes under Mild, Green and Solvent-free Condition
Mohammad Ali
Zolfigol
Bu ali sina university
author
Meysam
Yarie
Bu-Ali Sina University
author
text
article
2016
eng
A highly efficient procedure for the synthesis of 1,8-dioxo-octahydroxanthenes under mild, green and solvent-free condition by using HOSA as a dual role catalyst is described. This is the first report of catalytic activity of HOSA.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
1
8
https://www.orgchemres.org/article_13463_474c2eb23de89b6ed7b282c9d6f232db.pdf
dx.doi.org/10.22036/org.chem..2016.13463
Tandem Synthesis of 2,3,4,5-Tetrasubstituted Pyrroles from Aromatic Aldehydes Using Diethylene Glycol-bis(3-methylimidazolium) Dihydroxide as an Efficient Catalyst
Khodabakhsh
Niknam
Persian Gulf University
author
Mohsen
Khataminejad
Persian Gulf University
author
text
article
2016
eng
A sequential process strategy was introduced for the synthesis of 2,3,4,5-tetrasubstituted pyrroles by the formation of benzoin from the corresponding aromatic aldehyde and followed by condensation reaction with 1,3-dicarbonyl compounds and ammonium acetate in the presence of diethylene glycol-bis(3-methylimidazolium) dihydroxide as catalyst in refluxing ethanol. The recycled catalyst could be reused four times without appreciable loss in the catalytic activity.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
9
19
https://www.orgchemres.org/article_13464_0d09fdba3791c34c6e4443283c269568.pdf
dx.doi.org/10.22036/org.chem..2016.13464
Efficient Solvent Free Synthesis of 12-Aryl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-ones and 3H-Spiro[isobenzofuran-1,9'-xanthen]-3-one Derivatives Using Cobalt Hydrogensulfate as a Green, Heterogeneous and Reusable Catalyst
Hossein
Eshghi
Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad
author
M
Eftekhar
Department of Chemistry, Faculty of Sciences, Ferdowsi University of Mashhad, Mashhad 91775-1436, Iran.
author
M
Rahimizadeh
Department of Chemistry, Faculty of Sciences, Ferdowsi University of Mashhad, Mashhad 91775-1436, Iran.
author
M
Hassanpour
Department of Chemistry, Faculty of Sciences, Ferdowsi University of Mashhad, Mashhad 91775-1436, Iran.
author
M
Bakavoli
Department of Chemistry, Faculty of Sciences, Ferdowsi University of Mashhad, Mashhad 91775-1436, Iran.
author
text
article
2016
eng
Cobalt hydrogensulfate is an efficient catalyst for the condensation of β-naphthol, aromatic aldehydes and 5,5-dimethyl-1,3-cyclohexanedione at 120 °C to afford 9,9-dimethyl-12-phenyl-8,10,11,12-tetrahydro-9-H-benzo[a]xanthen-11-one derivatives in high yields. Also, polycondensation reactions of phenols with phthalic anhydride were carried out in the presence of cobalt hydrogensulphate under solvent-free conditions. Simple and convenient procedure, high conversion, reusability of catalyst, easy purification and short reaction time are the advantageous features of this method.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
20
27
https://www.orgchemres.org/article_13465_00a77f622df9074cb775c35f3f36f804.pdf
dx.doi.org/10.22036/org.chem..2016.13465
Biginelli Multicomponent Condensation Reaction Promoted by 4,4ʹ-Bipyridinium Dichloride Ordered Mesoporous Silica Nanocomposite under Solvent Free Conditions
Aigin
Bashti
Chemistry Department, College of Science, Shahid Chamran University
author
Alireza
Kiasat
author
text
article
2016
eng
In this paper, 4,4ʹ-bipyridinium dichloride supported SBA-15 (SBA@BiPy2+ 2Cl-) was used for the synthesis of dihydropyrimidinones. The synthesized catalyst was characterized by FT-IR spectroscopy, scanning electron microscopy (SEM), Transmission electron microscopy (TEM) and Thermogravimetric analysis (TGA). This nanocomposite was shown to be an efficient heterogeneous catalyst for the synthesis of dihydropyrimidinones derivatives via one-pot multicomponent method under solvent-free conditions. In addition, the catalyst can be recycled several times with no significant loss of catalytic activity.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
28
38
https://www.orgchemres.org/article_13466_cccf36e6c4a5039c2d2510154ed5607d.pdf
dx.doi.org/10.22036/org.chem..2016.13466
Saccharomyces Cerevisiae as a Biocatalyst for Different Carbonyl Group under Green Condition
Sogol
Motallebi
PhD Student - Chemical engineering
author
Nosrat o
Mahmoodi
corresponding Faculty of Sciences, University of Guilan, Rasht, Guilan, Iran,
author
Fateme
Ghanbari Pirbati
Faculty of Sciences, University of Guilan, Rasht, Iran
author
Abbas
Azimi
Faculty of Sciences, University of Guilan, Rasht, Iran.
author
text
article
2016
eng
In this researchsaccharomyces cerevisiae (baker’s yeast) was used as a cheap, readily accessible, selective, efficient, and green bio-catalyst in a chemo selective reduction of carbonyl group to hydroxyl group. In this green procedure three substrates e.g. (3-(3-nitrophenyl)aziridin-2-yl)-1-phenyl-methanone, pyruvate ester, and 2-acetyl-γ-butyrolactone were reduced to their corresponding reduced compounds in the presence of saccharomyces cerevisiae atambient temperature in aqueous media. It was worthy to note that ketone groups were chemo-selectively reduced, while ester and lactone groups remained unchanged. Moreover, in this procedure, chemo selective bio-reduction of ketone group to hydroxyl group can be performed by coenzyme NADPH in saccharomyces cerevisiae (baker’s yeast) which is recyclable in water, as a green solvent, while this recyclization cannot occur in non-aqueous systems. The structure of products was confirmed by IR and 1H NMR spectra.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
39
42
https://www.orgchemres.org/article_13076_5778989cc34fbed52d42a183d8405578.pdf
dx.doi.org/10.22036/org.chem..2016.13076
Isomerism and Hydrogen Bonding in the Cis-enol Forms of 1-(n-pyridyl)butane-1,3-diones: A Theoretical Study
Raheleh
Afzali
Ferdowsi University of Mashhad
author
Mohammad
Vakili
Ferdowsi University of Mashhad
author
Sayyed Faramarz
Tayyari
Ferdowsi University of Mashhad
author
Hossein
Eshghi
Ferdowsi University of Mashhad
author
text
article
2016
eng
Molecular structure, isomerism, conformational stability and intramolecular hydrogen bonding (IHB) of cis-enol forms of 1-(n-pyridyl)butane-1,3-diones (nPBD) (n = 2, 3, or 4) have been investigated by means of density functional theory (DFT) calculations. Energy differences for all possible nPBD cis-enol forms of isomers with respect to the most stable form of the corresponding isomer have been estimated in the gas phase and solution. AIM results (performed at the B3LYP/6-311++G** level) suggest 75.19-84.77 kJ mol-1 for the strength of intramolecular hydrogen bond in these systems, as a medium hydrogen bond strength. Theoretical structure, NBO and intramolecular hydrogen bond strength for the stable cis-enol forms of nPBD have been compared with each other and also with those of acetylacetone (AA), benzoylacetone (BA), and triflouroacetylacetone (TFAA) molecules. The hydrogen bond strength and molecular stability are investigated by applying the NBO, topological analysis, geometry calculations, and spectroscopic results. The correlation between IHB and some parameters related to hydrogen bonding have been also investigated.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
43
56
https://www.orgchemres.org/article_13521_6c54bd70622896d8ba5676822d7efab0.pdf
dx.doi.org/10.22036/org.chem..2016.13521
One-pot Preparation of 2,4,5-Trisubstituted and 1,2,4,5-Tetrasubstituted Imidazoles Using Poly(4-vinylpyridinium Butane Sulfonic Acid) Hydrogen Sulfate, as an Efficient Heterogeneous Poly(ionic Liquid) Solid Acid Catalyst under Solvent-free Conditions
Seyyed Jafar
Saghanezhad
Production Technology Institute of ACECR
author
Alireza
Kiasat
Chemistry Department, College of Science, Shahid Chamran University, Ahvaz 61357-4-3169, Iran
author
text
article
2016
eng
One-pot preparation of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles has been conducted in the presence of poly(4-vinylpyridinium butane sulfonic acid) hydrogen sulfate, P(4VPBSA)HSO4, as an efficient dual acidic catalyst under solvent-free conditions. Reusability of the catalyst, easy work-up procedure, eco-friendly reaction conditions, short reaction times and high yields of the products illustrate the utility of this approach.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
57
63
https://www.orgchemres.org/article_13522_7cb80375d70542ae39927e3fc486e84f.pdf
dx.doi.org/10.22036/org.chem..2016.13522
Rapid and Green Synthesis of some Benzothiazole-, Benzimidazole- and Benzoxazole-2-thiol Derivatives Using Copper Sulfate in Aqueous Media
Reza
Ranjbar-Karimi
Vali-e-Asr University
author
Alireza
Talebizadeh
Vali-e-Asr University
author
Leila
Amiri-Zirtol
Vali-e-Asr University
author
text
article
2016
eng
In this study an easy, green, efficient and simple approach is reported for the synthesis of some benzothiazole-, benzimidazole- and benzoxazole-2-thiolderivatives. The proposed approach employs the reaction of corresponding aromatic amine with potassium isopropyl xanthate (Z11) in the presence of copper sulfate (CuSO4) as a catalyst under conventional heating and ultrasonic irradiation. The advantages of this protocol are: using water and glycerol as green solvents, commercially available precursors, simple work-up, an inexpensive catalyst, high yield and short reaction time.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
64
69
https://www.orgchemres.org/article_13579_27ee711950afa664344fc46b00b0c1e7.pdf
dx.doi.org/10.22036/org.chem..2016.13579
DFT Study of the Six-Membered Heterocyclic SinN6-nHn (n = 0-6): Stability and Aromaticity
Mehdi
Nabati
Azarbaijan Shahid Madani University
author
Mehrdad
Mahkam
Azarbaijan Shahid Madani University
author
text
article
2016
eng
One main group of organic chemistry is related to the aromatic compounds. In the present work, we replaced the CH group of benzene by silicon and nitrogen analogues. Then, Density functional theory (DFT) calculations were carried out for six-membered heterocyclic Si-N aromatic rings. Full geometry optimizations were performed in gas-phase, and at B3LYP level using 6-311++G(d,p) and CBSB7 basis sets. Here, the stability and aromatic properties of the molecules were investigated. It was observed that the molecule 1,3,5-triaza-2,4,6-trisiline shows high kinetic stability and low chemical reactivity. Total energies, nucleus-independent chemical shift (NICS) and HOMO-LUMO gap values were calculated to determine the stability, aromaticity and reactivity of azasilines. NICS calculations denoted high aromatic property for hexasiline and hexazine. We also considered seven different isodesmic reactions for stabilization energy (SE) calculations of molecules. The molecule 1,4,5,6-tetraaza-2,3-disiline showed the greatest aromatic stabilization among all molecules.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
70
80
https://www.orgchemres.org/article_13580_79d32508e5a638e757a317a864fd2902.pdf
dx.doi.org/10.22036/org.chem..2016.13580
Synthesis of 6-Amino-4-aryl-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles in the Presence of Reusable Catalyst "Celloluse"
Mehrnoosh
Kangani
Department of Chemistry, University of Sistan and Baluchestan, P.O. Box 98135 – 674, Zahedan, Iran
author
Nourallah
Hazeri
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, Zahedan 98135-674, Iran
author
Malek Taher
Maghsoodlou
Department of Chemistry, University of Sistan and Baluchestan, P.O. Box 98135 – 674, Zahedan, Iran
author
Ali
Ebrahimi
Department of Chemistry, University of Sistan and Baluchestan, P.O. Box 98135 – 674, Zahedan, Iran
author
text
article
2016
eng
Cellulose was applied as a reusable and green catalyst for the facile four-component synthesis of 6-amino-4-aryl-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile derivatives using hydrazine monohydrate, ethyl acetoacetate, malononitrile and aryl aldehydes, under solvent-free and thermal conditions. The use of non-toxic and inexpensive catalyst, short reaction time, clean work-up and good yields of the products are advantages of this method.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
81
87
https://www.orgchemres.org/article_13581_dbb362317a7b14e2a9b7614b43dc45ec.pdf
dx.doi.org/10.22036/org.chem..2016.13581
Characterization and Application of SO3H-functionalized Phthalimide (SFP) as an Efficient and Recyclable Catalyst for the Solvent-free Synthesis of 2-Amino-4H-chromenes
Arezoo
Pourkazemi
Department of Chemistry, Payame Noor University, PO BOX 19395-3697, Tehran, Iran
author
Abdolkarim
Zare
Department of Chemistry, Payame Noor University, PO BOX 19395-3697, Tehran, Iran
author
text
article
2016
eng
In this research, SO3H-functionalizedphthalimide (SFP) has been prepared through simple reaction of phthalimide with chlorosulfonic acid, and characterized using FT-IR, 1H NMR, 13C NMR, SEM (scanning electron microscopy), mass and TG (thermal gravimetric) spectra. Afterward, the solid acid has been utilized as an efficient, green, heterogeneous and recyclable catalyst for the solvent-free synthesis of 2-amino-4H-chromenes by the one-pot multi-component reaction of aromatic aldehydes with malononitrile and 1-naphthol under thermal (70 °C) and microwave (540 W) conditions.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
88
95
https://www.orgchemres.org/article_13582_d9be748689ae7545160495bf5cdf9802.pdf
dx.doi.org/10.22036/org.chem..2016.13582
Citric Acid Coated Magnetite Nanoparticles: An Efficient and Reusable Green Catalyst for Rapid Acetylation of Alcohols and Phenols
Ehsan
Ghonchepour
student
author
Athar
Nakisa
.....
author
Akbar
Heydari
....
author
text
article
2016
eng
The acetylation of various alcohols and phenols was performed successfully using acetic anhydride in the presence of Citric acid coated magnetite nanoparticles as catalyst under solvent-free condition and at 45 °C. The catalyst showed high thermal stability and was recovered and reused at least 5 times without any considerable loss of activity. The present process is environmentally benign and economical.
Organic Chemistry Research
Iranian Chemical Society
2383-242X
2
v.
1
no.
2016
96
101
https://www.orgchemres.org/article_13590_25f34e7560726ab4566219f0315d1f2b.pdf
dx.doi.org/10.22036/org.chem..2016.13590