Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
Synthesis of Naphthopyranopyrimidines Using Formic Acid as an Effective Catalyst under Solvent-free Conditions
124
130
EN
Fatemeh
Noori Sadeh
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran
f.noori456@gmail.com
Mojtaba
Lashkari
Faculty of Sciences, Velayat University, Iranshahr, Iran
mojtaba_chem_84@yahoo.com
Nourallah
Hazeri
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, Zahedan 98135-674, Iran
nhazeri@chem.usb.ac.ir
Malek Taher
Maghsoodlou
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran
mt_maghsoodlou@chem.usb.ac.ir
10.22036/org.chem.2018.118977.1127
An environmentally friendly, one-pot, three-component synthesis of 8,10-dimethyl-12-aryl-12H-naphtho[1′,2′:5,6]pyrano[2,3-d]pyrimidine-9,11-diones was achieved via coupling aromatic of aldehydes, β-naphthol and 6-amino-1,3-dimethyl uracil in the presence of formic acid as a catalyst under solvent-free conditions at 90 °C. This method has several advantages, such as efficiency, good yield, short reaction time, cleaner reaction profiles, ease of product isolation, operational simplicity and inexpensive, effective and catalyst.
Naphtho[1′,2′:5,6]pyrano[2,3-d]pyrimidine,Aldehyde,β-Naphthol,6-Amino-1,3-dimethyl uracil,Formic acid
https://www.orgchemres.org/article_63248.html
https://www.orgchemres.org/article_63248_5aed1b63a555d775861591a33de33010.pdf
Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
Multicomponent Solvent-Free Synthesis, Antimicrobial and Antifungal Evaluation of Novel N-Amino Benzylthiolates
131
139
EN
Hamid
Beyzaei
0000-0002-6824-1367
Department of Chemistry, Faculty of Science, University of Zabol, Zabol, Iran
hbeyzaei@yahoo.com
Hossein
Heidari
Department of Chemistry, Faculty of Science, University of Zabol, Zabol, Iran
hosseinheidari270@yahoo.com
Reza
Aryan
0000-0002-3485-7462
Department of Chemistry, Faculty of Science, University of Zabol, Zabol, Iran
rezaaryanchemist@yahoo.com
10.22036/org.chem.2018.121376.1130
Novel N-amino benzylthiolates were synthesized via multicomponent reaction of malononitrile, isothiocyanates and benzyl halides under conventional and solvent-free conditions. Various electron-donating and -withdrawing substitutes within both isothiocyanates and benzyl halides were used to demonstrate the efficiency of new methodology. A broad spectrum of antibacterial and antifungal activities were observed especially within benzyl halides containing electron-withdrawing aryl substituents.
Multicomponent synthesis,Solvent-free condition,N-Amino benzylthiolate,Antibacterial Activity,Antifungal property
https://www.orgchemres.org/article_63588.html
https://www.orgchemres.org/article_63588_ebef2181c1024607c344ea2855cfacc6.pdf
Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
Convenient One-pot Access to Pyrano[2,3-d]pyrimidine Derivatives via a CuCl2.2H2O Catalyzed Knoevenagel-Michael Addition Reaction in Water/Ethanol Media
140
146
EN
M
Maghsoodlu,
Sistan & Baluchestan University, Zahedan, IRAN
mt_maghsoodlou@yahoo.com
Farzaneh
Mohamadpour
Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan, P. O. Box 98135-674 Zahedan, Iran
mohamadpoor.f.7@gmail.com
Mojtaba
Lashkari
Faculty of Science, Velayat University, Iranshar, Iran
mojtaba_chem_84@yahoo.com
Nourallah
Hazeri
Chemistry department of, The University of Sistan and Baluchestan, P. O. Box 98135-674, Zahedan, Iran
n_hazeri@yahoo.com
10.22036/org.chem.2018.97056.1109
Convenient procedure for the synthesis of corresponding pyrano[2,3-d]pyrimidine derivatives were developed via one-pot three-component reaction of aryl aldehyde derivatives, malononitrile with barbituric acids in the presence of copper (II) chloride dihydrate (CuCl2.2H2O) as highly efficient Lewis acid catalyst. This protocol has advantages such as readily and inexpensive catalyst, high reaction yields, eco-friendly solvent and high atom-economy.
Sustainable procedure,Copper(II) chloride dihydrate (CuCl2.2H2O),Water/ethanol media,Pyrano[2,3-d]pyrimidine derivatives,One-pot reaction
https://www.orgchemres.org/article_65270.html
https://www.orgchemres.org/article_65270_8c509ecdc68d718505790a0926ce7034.pdf
Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
New Thermally Stable Aromatic Polyimides Based on Aromatic Diamine 2,5-Bis(3-amino-4-methyl benzene)-1,3,4-oxadiazole (BAMO): Synthesis and Characterization
147
158
EN
Behrad
Fakhteh
Department of Applied Chemistry, Faculty of Science, University of Mohaghegh Ardabili, Ardabil
behrad.fakhte@yahoo.com
Yagoub
Mansoori
0000-0002-0562-3704
Dept. Apll. Che,. Fac. Sci., Uni Mohaghegh Ardabili
ya_mansoori@yahoo.com
10.22036/org.chem.2018.121563.1131
In current study, the synthesis and characterization of novel thermally stable polyimides (PIs) containing an 1,3,4-oxadiazole moiety based on a diamine, i.e. 2,5-bis(3-amino-4-methyl benzene)-1,3,4-oxadiazole (BAMO), have been reported. The polymers were characterized using FT-IR and elemental analysis (CHN). Thermal and mechanical behaviours of the prepared PIs were studied by thermo-gravimetric analysis/differential thermal analysis TGA/DTA, and dynamic mechanical thermal analysis (DMTA). The obtained results reveal PI (4), which was obtained from BAMO and 4,4'-(hexafluoroisopropylidene)diphthalic anhydride (6FDA) exhibited the best thermal and mechanical properties.
Polyimide,1,3,4-Oxadiazole,Mechanical properties,thermal properties
https://www.orgchemres.org/article_65271.html
https://www.orgchemres.org/article_65271_0dd6d1b2c9e3aaffdb6e40496aa21f28.pdf
Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
Cellulose/Fe3O4/Co3O4 Nanocomposite as a Highly Efficient and Reusable Catalyst for the Synthesis of 1-((Benzo[d]thiazol-2-ylamino)(aryl)-methyl)naphthalen-2-ol Derivatives
159
173
EN
Mohammad Mehdi
Khodaei
Department of Organic Chemistry, Razi University, Kermanshah, Iran
mmkhoda@razi.ac.ir
Abdolhamid
Alizadeh
Department of Organic Chemistry, Razi University, Kermanshah, Iran
ahalizadeh22@hotmail.com
Maryam
Haghipour
Department of Organic Chemistry, Razi University, Iran
m.haghipoor@gmail.com
10.22036/org.chem.2018.109730.1118
Magnetic Cellulose/Fe3O4/Co3O4 nanocomposite as a new catalyst was synthesized and characterized by FT-IR, XRD, TGA, SEM, TEM, ICP-AES and VSM techniques. The catalytic activity of this heterogeneous catalyst was studied through one-pot synthesis of 1-((benzo[d]thiazol-2-ylamino)(aryl)-methyl)naphthalen-2-ol derivatives from three component reactions of aromatic aldehydes, 2-aminobenzothiazole, and β-naphthol. This benign and economical nanocatalyst was easily recovered using an external magnet and reused in at least five successive runs with no significant loss of activity and provided clean production in a short reaction time.
Magnetic properties,Aldehyde,2-Aminobenzothiazole,β-Naphthol,Cellulose/Fe3O4/Co3O4
https://www.orgchemres.org/article_65272.html
https://www.orgchemres.org/article_65272_5611cc79960fc387a1ca2454c1116982.pdf
Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
1,3-Disulfonic Acid Imidazolium Trifluoroacetate as a Highly Efficient and Dual-Functional Catalyst for the Pseudo Five-Component Reaction of Phenylhydrazine with Ethyl Acetoacetate and Arylaldehydes
174
181
EN
Mostafa
Karami
Department of Chemistry, Payame Noor University, PO Box 19395-3697 Tehran, Iran
mkarami64@yahoo.com
Abdolkarim
Zare
Department of Chemistry, Payame Noor University, PO BOX 19395-3697, Tehran, Iran
abdolkarimzare@yahoo.com
10.22036/org.chem.2018.112828.1121
Ionic liquid 1,3-disulfonic acid imidazolium trifluoroacetate ([Dsim][TFA]) has been exploited as a highly efficient catalyst for the one-pot pseudo five-component reaction of phenylhydrazine (2 eq.) with ethyl acetoacetate (2 eq.) and arylaldehydes (1 eq.) in ethanol (reflux conditions). In this reaction, 4,4′‐(arylmethylene)‐bis(3‐methyl‐1‐phenyl‐1H‐ pyrazol‐5‐ol)s have been obtained in high yields and relatively short reaction times. High efficacy of [Dsim][TFA] can attributed to dual-functionality (possessing three acidic and one basic sites). A plausible and attractive mechanism based on dual-functionality of the catalyst has been proposed.
Phenylhydrazine,Ethyl acetoacetate,Arylaldehyde,4,4′‐(Arylmethylene)‐bis(3‐methyl‐1‐phenyl‐1H‐pyrazol‐5‐ol),1,3-Disulfonic acid imidazolium trifluoroacetate ([Dsim][TFA]),Multi-component reaction
https://www.orgchemres.org/article_65411.html
https://www.orgchemres.org/article_65411_a8783bee40e077355c1139bc34481344.pdf
Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
Silica Sodium Carbonate as an Effective and Reusable Catalyst for the Three-Component Synthesis of Pyrano Coumarins
182
193
EN
Mahnaz
-
Farahi
Department of Chemistry, Yasouj University, Yasouj, Iran
farahimb@yu.ac.ir
Mahboobeh
Abdipour
Department of Chemistry, Yasouj University, Yasouj, Iran
m.abdipour67@yahoo.com.au
10.22036/org.chem.2018.97436.1111
Silica sodium carbonate (SSC) has been used as a valuable silica-supported catalyst for the preparation of a range of known and novel pyrano coumarins via the three-component reactions of aryl aldehydes, active methylene compound (malononitrile or ethyl cyanoacetate), and hydroxycoumarin (5,7-dihydroxy-4-substituted coumarins or 4-hydroxycoumarin). The heterogeneous catalyst showed much the same efficiency when employed in following reaction runs.
Pyrano coumarins,5,7-Dihydroxy-4-substituted coumarins,4-Hydroxycoumarin
https://www.orgchemres.org/article_67219.html
https://www.orgchemres.org/article_67219_2e70ec0a876e155c50cab090c53f7007.pdf
Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
Green Biosynthesis of Silver Nanoparticles Using Glycyrrhiza glabra L. Extract and Evaluation of their Selective Antimicrobial Activity
194
209
EN
Roya
Karamian
Department of Biology, Faculty of Science, Bu-Ali Sina University, P. O. Box 65175/4161, Hamedan, Iran
karamian.roya@gmail.com
Mostafa
Asadbegy
Department of Biology, Faculty of Science, Bu-Ali Sina University, P. O. Box 65175/4161, Hamedan, Iran
mostafaasadbegy@yahoo.com
10.22036/org.chem.2018.132260.1144
The aim of present study is to determine the content of some phytochemicals in stem and leaf extracts of the medicinal plant of Glycyrrhiza glabra and design a green method for biosynthesis of silver nanoparticles by these extracts as stabilizers and bioreducers. The properties of the synthesized silver nanoparticles (AgNPs) were monitored by using Ultraviolet-Visible absorption spectroscopy (UV-Vis) and fully characterized by scaning electron microscopy (SEM), Fourier transform infrared spectroscopy (FTIR) and X-ray diffraction (XRD). The effect of different parameters including concentration of the extracts and silver nitrate salt, reaction time, temperature and thier intraction on bio-reduction process were also disscused. In addition, antibacterial and antifungul activities of the extracts and the synthesized AgNPs were assessed against 4 positive and negative bacteria by disc diffusion method and also the fungus Fusarium oxysporum. Results indicated that the bio-reduction process was relatively fast and the resulting nanoparticles were nearly spherical in their shapes with the size range of 5-45 nm. The best conditions for biosynthesis were achieved in 1-3 mmol AgNO3, 60 °C temperature and 4 h reaction time. All the extracts and their corresponding nanoparticles had good inhibition activities against bacteria tested. However, the extracts showed more inhibition activity against Gram positive bacteria, while the synthesized AgNPs were more active against Gram negative bacteria. This is the first report on the green synthesis of AgNPs using G. glabra extract followed by an estimation of their biological activities may open new insight in the applications of these nanoparticles for various purposes.
Glycyrrhiza glabra L,Green synthesis,Silver nanoparticles,Antibacterial Activity,Antifungal activity
https://www.orgchemres.org/article_67221.html
https://www.orgchemres.org/article_67221_344ca8eca01b60fa65ad82c33b0a81a4.pdf
Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
New Azo-Schiff Base Ligand Capped Silver and Cadmium Sulfide Nanoparticles Preparation, Characterization, Antibacterial and Antifungal Activities
210
226
EN
Ali
Kakanejadifard
Department of Chemistry, Faculty of Science, Lorestan University, Khorramabad, Iran
ali.kakanejadifard@gmail.com
Vida
Khojasteh
Department of Chemistry, Faculty of Science, Lorestan University, Khorramabad, Iran
vidakhojasteh@yahoo.com
Abedin
Zabardasti
Department of Chemistry, Faculty of Science, Lorestan University, Khorramabad
zebardasti@yahoo.com
Farideh
Azarbani
Department of Biology, Faculty of Science, Lorestan University, Khorramabad, Iran
frazarban@gmail.com
10.22036/org.chem.2018.133383.1149
A novel azo-Schiff base ligand (L) was prepared by reacting 2-hydroxy-5-(pyridine-4-yldiazenyl) benzaldehyde with 1,2-phenylenediamine. Moreover, Silver nanoparticles (Ag-NPs) and Cadmium sulfide nanoparticles (CdS-NPs) were prepared by employing azo-Schiff base ligand (L) as capping and reducing agent. The solid-state fluorescence spectroscopy was used to investigate the interaction between L with one of the nanomaterials (CdS-NPs). The fluorescence studies showed that L suppresses the CdS-NPs fluorescence. The antibacterial and antifungal activities of mentioned nanoparticles were determined against different bacteria and plant fungal strains and the obtained results were compared. The azo-Schiff base ligand (L) only exhibited antibacterial activity against B. cereus as Gram-positive bacterium. L-Ag-NPs had moderate to high antibacterial properties for both Gram-negatives and Gram-positives species. Moreover, L-CdS-NPs showed activity against B. cereus as a Gram-positive and E. coli as a Gram-negative baterium. All the described compounds showed antifungal activity against the fungal strains tested.
Azo-Schiff base,Antibacterial and antifungal activity,CdS nanoparticles,Ag Nanoparticles
https://www.orgchemres.org/article_67234.html
https://www.orgchemres.org/article_67234_4e8801d08fe49628411bc9879a3ba503.pdf
Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
One Pot Synthesis of Highly Functionalized Tetrahydropyridines Using Nano-TiCl2/cellulose as Biodegradable and Eco-Friendly Catalyst
227
239
EN
Bi Bi Fatemeh
Mirjalili
Yazd University
fmirjalili@yazd.ac.ir
Sara
Azad
chemistry department , yazd university
azad2.sara@gmail.com
Abdolhamid
Bamoniri
Departent of Organic Chemistry, Faculty of Chemistry, University of Kashan
bamoniri@kashanu.ac.ir
10.22036/org.chem.2018.125678.1134
TiCl4/nano-cellulose as a biodegradable and eco-friendly Lewis acid catalyst was synthesized via reaction of nano-cellulose and TiCl4. This catalyst was characterized and used for synthesis of asymmetric highly functionalized tetrahydropyridines via a five-component condensation reaction of p-substituted anilines, aldehydes and ethyl acetoacetate under solvent-free condition. Simple methodology, eco-friendly catalyst, clean procedure, easy work-up and high yields are some of the important advantages of this protocol.
Nano-TiCl2/cellulose,Tetrahydropyridines,Nano-cellulose,Lewis acid catalyst,biodegradable catalyst
https://www.orgchemres.org/article_67235.html
https://www.orgchemres.org/article_67235_ba5e2e030f9a413fe70ee431c2709345.pdf
Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
Synthesis of Symmetrical Triaryl Amines by Nano-CuO Catalyzed Buchwald-Hartwig Cross-coupling Reaction: NH2-Thiadiazole as a New N-source
240
248
EN
Mohammad
Soleiman-Beigi
Department of Chemistry, Basic of Sciences Faculty, Ilam University, PO Box 69315-516, Ilam, Iran
soleimanbeigi@yahoo.com
Fariba
Mohammadi
Department of Chemistry, Basic of Sciences Faculty, Ilam University
faribamhmd@gmail.com
Mohammad
Alikarami
Department of Chemistry, Ilam Branch, Islamic Azad University, Ilam, Iran
alikarami58@yahoo.com
10.22036/org.chem.2018.121043.1129
The one-pot synthesis of symmetrical triaryl amines using aryl halides and 5-Methyl-1,3,4-Thiadiazole-2-Amine as a nitrogen-transfer reagent is reported. Copper oxide nanoparticles that does not require the presence of any additional ligand, improved rate and facility of the synthesis of triaryl amines. The introduction of a new N-source, using green solvents PEG/H2O, normal atmospheric conditions and excellent yields under mild reaction conditions are other important features of this work.
Symmetrical triarylamines,Selective Narylation,Nitrogen-transfer reagent
https://www.orgchemres.org/article_67247.html
https://www.orgchemres.org/article_67247_81ebdd1c93dce97e26ee7b337353c9af.pdf
Iranian Chemical Society
Organic Chemistry Research
2383-242X
4
2
2018
06
01
Solvent Effect and Product Selectivity in the Reaction of 4-Alkylaminocoumarins and Dibenzoylacetylene
249
254
EN
Farough
Nasiri
Department of Applied Chemistry, University of Mohaghegh Ardabili
nasiri@uma.ac.ir
Nooshin
Zahedi
Department of Chemistry, Faculty of Science, University of Kurdistan, Sanandaj, Iran
nooshin.zahedi2012@yahoo.com
Amin
Zolali
Department of Chemistry, Faculty of Science, University of Kurdistan, Sanandaj, Iran
zolali.am@gmail.com
10.22036/org.chem.2018.134507.1157
The reaction of dibenzoylacetylene with 4-alkylaminocoumarins in THF/H2O (50:50) lead to 4-(alkylamino)-3-(1,4-dioxo-1,4-diphenylbut-2-en-2-yl)-2H-chromen-2-one derivatives in good yields. When the reaction carried-out in DMSO the cyclized products 2-hydroxy-1-alkyl-3-(2-oxo-2-phenylethylidene)-2-phenyl-2,3-dihydrochromeno [4,3-b] pyrrol-4(1H)-ones were formed in good yields.
β-Enaminones,Dibenzoylacetylene,Aminocoumarins
https://www.orgchemres.org/article_67249.html
https://www.orgchemres.org/article_67249_bb00fdd821941612be10ec85016d201b.pdf