eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
112
116
10.22036/org.chem.2018.139724.1165
81516
Tonsil Clay as a Green Catalyst for Rapid and Efficient Reduction of Aldehydes and Ketones with NaBH3CN
Ali Danesh
adanesh32@yahoo.com
1
Masomeh Aghazadeh
aghazadehchemist@gmail.com
2
Mohammad Jalilzadeh Hedayati
m.jalilzadeh@iau-ahar.ac.ir
3
Department of Chemistry, Ahar branch, Islamic Azad University, Ahar, Iran
Department of Chemistry, Maku Branch, Islamic Azad University, Maku, Iran
Department of Chemistry, Ahar branch, Islamic Azad University, Ahar, Iran
Reduction of aldehydes and ketones to the corresponding alcohols in the presence of sodium cyanoborohdride as reductive agent and Tonsil clay as catalyst under solvent free conditions was investigated. Tonsil (catalyst) decreased the reduction time of each aldehyde and ketone to proportional alcohols in comparison with their reduction in the absence of catalyst with high degree purity of alcohols. Reduction reactions were carried out in solvent free condition in less than 15 minutes at room temperature. All obtained alcohols from reduction of related carbonyl compounds were detected by FT-IR and 1H/13C NMR spectra.
https://www.orgchemres.org/article_81516_679c5c97ef214a9b264c5b482113efcf.pdf
Sodium cyanoborohydride
Tonsil clay
reduction
Aldehyde
Ketone
Alcohols
Green chemistry
eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
117
127
10.22036/org.chem.2018.140499.1166
81518
La(OTf)2-amine Grafted-GO as the First Multifunctional Catalyst for the One-pot Three-component Synthesis of α-Aminophosphonates
Sara Sobhani
sobhanisara@yahoo.com
1
Farzaneh Zarifi
zarifi_farzaneh@yahoo.com
2
Farshid Barani
farshid_b1977@yahoo.com
3
Jorgen Skibsted
jskib@chem.au.dk
4
Department of Chemistry, College of Sciences, University of Birjand, Birjand, Iran
Department of Chemistry, College of Sciences, University of Birjand, Birjand, Iran
Department of Chemistry, College of Sciences, University of Birjand, Birjand, Iran
bDepartment of Chemistry and Interdisciplinary Nanoscience Center (iNANO), Aarhus University, Langelandsgade 140, DK-8000 Aarhus C, Denmark
In this paper, the applicability of immobilized lanthanum (III) triflate on amine grafted graphene oxide [La(OTf)2-amine grafted-GO] as the first multifunctional catalyst is described for the efficient synthesis of α-aminophosphonates by one-pot three-component reaction of carbonyl compounds, substituted anilines and trialkyl phosphites. Various α-aminophosphonates were synthesized in good to high yields under solvent-free conditions at room temperature. The catalyst was reused five times without significant loss of its activity.
https://www.orgchemres.org/article_81518_7e99032d4f26a19756c5d4c539c1313c.pdf
Multifunctional catalyst
One-pot reaction
α-Aminophosphonates
Kabachnik-Fields reaction
eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
128
138
10.22036/org.chem.2018.133843.1152
82180
Efficient Oxidative Dehydrogenation of Dihydropyrimidinones and Thiocyanation of Aromatic Compounds Using 1,1,2,2-Tetrahydroperoxy-1,2-diphenylethane as the Oxidant
Kaveh Khosravi
k-khosravi@araku.ac.ir
1
Amir Azizi
a-azizi@araku.ac.ir
2
Shirin Naserifar
sh.naserifar@gmail.com
3
Faculty of Science, Department of Chemistry, Arak University, Arak 38156-8-8349, Iran.
Faculty of Science, Department of Chemistry, Arak University, Arak 38156-8-8349, Iran
Faculty of Science, Department of Chemistry, Arak University, Arak 38156-8-8349, Iran.
A new, efficient and mild approach for the oxidative dehydrogenation of dihydropyrimidinones and thiocyanation of aromatic compounds using 1,1,2,2-tetrahydroperoxy-1,2-diphenylethane (THPDPE) as a terminal oxidant was developed. Initially, various substrates bearing different electron-donating and electron-releasing functionalities were synthesized and next under the optimized reaction conditions the desired products were yielded after an easy work-up and the structures were characterized compared with those reported. All of the reactions proceeded in short reaction times and 1,1,2,2-tetrahydroperoxy-1,2-diphenylethane (THPDPE) proved its potential to yield the desired products in high yields.
https://www.orgchemres.org/article_82180_3f347196f65302cd4bd10875929e7a5f.pdf
Dehydropirimidinones
Oxidative dehydrogenation
Thiocyanation
1
2
2-Tetrahydroperoxy-1
2-diphenylethane
Pyrimidinones
eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
139
144
10.22036/org.chem.2018.135033.1159
82413
One-pot Four-component Reaction between Arylamines, Arylglyoxals, Cyclohexyl Isocyanide, and Acetylene Diesters: An Efficient Synthesis of 2H-iminopyran Derivatives
Mohammad Anary-Abbasinejad
m.anary@vru.ac.ir
1
Maryam Jaafari
jmaryam4063@gmail.com
2
Mahdiyeh Talebizadeh
mahdiyeh.talebi@yahoo.com
3
Department of chemistry, Vali-e-Asr University, Rafsanjan, 77176, Iran
Department of Chemistry, Vali-e-Asr University,Rafsanjan 77176, Iran
Department of Chemistry, Vali-e-Asr University,Rafsanjan 77176, Iran
A facile synthesis of highly functionalized 2H-iminopyran derivatives by the multi-component reaction of cyclohexyl isocyanide, dialkyl acetylenedicarboxylates, arylglyoxals and arylamines is described. The zwitterionic intermediate produced by addition of cyclohexyl isocyanide to electron-deficient acetylene diesters was trapped by the electrophilic imine moiety of α-iminoketones, derived from arylglyoxals and arylamines, to afford an inner salt intermediate which converted to 2H-iminopyran derivatives by an intramolecular cyclization.
https://www.orgchemres.org/article_82413_8a53b4049d01c25cde499f8d1f9c597d.pdf
α-Iminoketones
Isocyanide
Iminopyrans
Four-component reaction
Arylglyoxals
eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
145
158
10.22036/org.chem.2018.135689.1161
82414
N1,N1,N2,N2-tetramethyl-N1,N2-bis(sulfo)ethane-1,2-diaminium Chloride ([TMBSED][Cl]2): An Efficient Ionic Liquid Catalyst for the One-pot Synthesis of Dihydropyrrol-2-ones and Tetrahydropyridines
Seyed Sajad Sajadikhah
sssajadi@pnu.ac.ir
1
Abdolkarim Zare
abdolkarimzare@pnu.ac.ir
2
Narges Hosseini
nargeshosseini721@gmail.com
3
Department of Chemistry, Payame Noor University, P. O. Box 19395-3697, Tehran, Iran
Department of Chemistry, Payame Noor University (PNU), P. O. Box 19395-3697, Tehran, Iran
Department of Chemistry, Payame Noor University (PNU), P. O. Box 19395-3697, Tehran, Iran
N1,N1,N2,N2-tetramethyl-N1,N2-bis(sulfo)ethane-1,2-diaminium chloride ([TMBSED][Cl]2) was synthesized as an acidic ionic liquid and characterized using FT-IR, 1H and 13C NMR, mass spectroscopy, TG, DTG and DTA techniques. This ionic liquid was employed as efficient catalyst for the extremely facile and efficient synthesis of dihydropyrrol-2-ones and functionalized tetrahydropyridines. One-pot four-component reaction of amines, dialkyl acetylenedicarboxylates and formaldehyde in the presence of [TMBSED][Cl]2 in ethanol at ambient temperature provides substituted dihydropyrrol-2-ones in good to high yields. This ionic liquid catalyst was also found useful for the synthesis of functionalized tetrahydropyridines using a multi-component reaction of amines, aldehydes and β-ketoesters in methanol.
https://www.orgchemres.org/article_82414_f3644a90a2b99e4674b1701100146f06.pdf
Dihydropyrrol-2-one
Tetrahydropyridine
Multi-component reaction
Ionic Liquid
[TMBSED][Cl]2
eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
159
166
10.22036/org.chem.2018.122359.1133
82601
Four-component Cascade Reaction was Programmed and Catalyzed by B(OH)3.H2O as an Efficient and Green Catalytic System
Ahmad Reza Moosavi-Zare
moosavizare@yahoo.com
1
Hadis Afshar-Hezarkhani
hadisafshar78@yahoo.com
2
Vahid Khakizadeh
v.khakyzadeh@kntu.ac.ir
3
Hamid Goudarziafshar
hamid_gafshar@yahoo.com
4
Department of Chemistry, University of Sayyed Jamaleddin Asadabadi, Asadabad 6541835583, Iran
Sayyed Jamaleddin Asadabadi University, Asadabad, 6541835583, I. R. Iran.
Khajeh Nasir Toosi University, Tehran, Iran
Sayyed Jamaleddin Asadabadi University, Asadabad, 6541835583, I. R. Iran
An aqueous solution of boric acid, as an efficient and green catalytic system, was efficiently utilized four-component cascade reaction of aryl aldehydes, dimedone, β-ketoesters and ammonium acetate to give hexahydroquinolines. By the reaction of boric acid with water, H+ was generated and efficiently catalyzed the reaction under mild and green condition. Also, optimization of the reaction condition was investigated using the response surface method {Central Composite Design (CCD)}.
https://www.orgchemres.org/article_82601_dba73d95ef80a65595e7f93a832684eb.pdf
Boric acid
Hexahydroquinoline
Cascade reaction
Aqueous solution
eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
167
173
10.22036/org.chem.2019.151260.1171
82649
One-pot Synthesis of Pyrono [2,3] Quinoline via the Tandem Cyclization of Algar-Flyn-Oyamanda Reactions
Nepolraj Amaladoss
nepolraj@gmail.com
1
Pitchai Pandian
nepolraj@hotmail.com
2
Mani Panagal
master.maniji@gmail.com
3
Department of chemistry, Annai college of arts and sciencs, Kumbakonam Tamilnadu,
Department of chemistry, Government arts college (autonomous), Kumbakonam, Tamilnadu
School of Bioscience, Annai College of Arts and Science, Kovilaheri, Kumbakonam, Tamilnadu 612 503, India
A new and imaginative technique for the synthesis of substituted pyranoquinoline via Algar Flyn Oyamanda oxidation cyclization approach has been achieved by hydrogen peroxide and sodium hydroxide catalyzed of quinoline chalcone with intramolecular cyclization to formed pyranoquinoline. In this reaction, two new C-C bonds were formed in a one step with high atom economy. The possible reaction pathway for the formation of the products was also discussed in greener technique this paper.
https://www.orgchemres.org/article_82649_0a2122c7da5672d3ab092962d89c8f89.pdf
Algar-Flyn-Oyamanda oxidation
Pyranoquinoline
Intramolecular cyclization
Greener technique
eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
174
189
10.22036/org.chem.2019.159578.1184
85318
Nano Silica Melamine Trisulfonic Acid as an Efficient and Reusable Heterogeneous Catalyst for the Synthesis of 5-Substituted-1H-Tetrazoles
P. Movaheditabar
1
Mohammad Javaherian
m.javaherian@scu.ac.ir
2
Department of Chemistry, Faculty of Science, Shahid Chamran University of Ahvaz, Ahvaz, Iran
Department of Chemistry, Faculty of Science, Shahid Chamran University of Ahvaz, Ahvaz, Iran
A convenient method for the synthesis of 5-substituted-1H-tetrazoles from organic nitriles and sodium azide in the presence of nano silica melamine trisulfonic acid is reported. A series of aliphatic and aromatic nitriles were underwent a [3+2] cycloaddtion with sodium azide to afford tetrazoles in good to excellent yields and acceptable reaction times. The nano silica melamine trisulfonic acid is an efficient heterogeneous nanocatalyst with high catalytic performance. The nano silica melamine trisulfonic acid is readily prepared, environmentally friendly and reusable. The catalyst was characterized by Powder X-ray diffraction, energy-dispersive X-ray mapping and SEM techniques. The procedure was simple, cost effective that holds potential for further applications in organic syntheses and industrial requirements.
https://www.orgchemres.org/article_85318_1d0922bd29f61b0b66bc70f18e38a44f.pdf
Nano silica melamine trisulfonic acid
tetrazole
Heterogeneous nanocatalyst
Cycloaddition
Sodium azide
eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
190
201
10.22036/org.chem.2019.160677.1185
87927
Green Synthesis of Silver and Magnetite Nanoparticles Using Cleome Heratensis (Capparaceae) Plant Extract
Mohammadali Nasseri
manaseri@birjand.ac.ir
1
Soheila Behravesh
s.behravesh@chmail.ir
2
Ali Allahresani
a_allahresani@birjand.ac.ir
3
Milad Kazemnejadi
miladkazemnejad@yahoo.com
4
Department of Chemistry, Faculty of Sciences, Birjand University, Birjand, Iran.
Department of Chemistry, Faculty of Sciences, University of Birjand, Birjand, Iran
Department of Chemistry, Faculty of Sciences, University of Birjand, Birjand, Iran
Department of Chemistry, Faculty of Sciences, University of Birjand, Birjand, Iran
In the recent decades, development of green and reliable processes for synthesis of metallic nanoparticles is inevitable because of their important applications in all fields of science, especially in nanotechnology and industry. Biological systems have received great attentions from scientist due to low cat, green nature and simple process for synthesis of metallic NPs. In this research, metal nanoparticles, Ag and Fe3O4 NPs, were synthesized through an ecofriendly and cost effective approach using aqueous extract of Cleome heratensis (C. heratensis). The influence of effective parameters including pH, interaction time, temperature, plant extract concentration and Ag concentration were thoroughly investigated base on surface plasmon resonance (SPR) for Ag NPs at max 470 nm. The bio-synthesized NPs were characterized by FTIR, UV-Vis, XRD, TEM and VSM analyses. The TEM images showed the size of silver and magnetite nanoparticles as 12.27 and 14.12 nm respectively with a homogeneous distribution and nearly spherical in shape.
https://www.orgchemres.org/article_87927_e48254af7fc867919673442e3c4c7c0e.pdf
C. heratensis
Capparaceae
Bio-synthesis
Silver nanoparticles
Magnetite nanoparticles
eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
202
223
10.22036/org.chem.2019.147500.1167
88241
Reaction of Poly (Propylene Imine) Dendrimer with Carboxylated Amines
Sabah Salahvarzi
sabahsalahvarzi@yahoo.com
1
Shabnam Shamaie
shabnamshamaie@gmail.com
2
Department of Chemistry, faculty of science, Islamic Azad university, khorramabad, Iran.
Department of Chemistry, Faculty of Science, Khorramabad Branch, Islamic Azad University, Khorramabad, Iran
Abstract In this research, new derivatives of poly (propylene imine) dendrimer were synthesized using propylamine and ethylenediamine. First, amines via aza-Micheal addition reacted with methyl acrylate, then their products were affected treated with poly (propylene imine) dendrimer (PPI). The products were identified by FT- IR, 1 HNMR and 13CNMR methods. Morphology and size of particles were evaluated by scanning electron microscopy.
https://www.orgchemres.org/article_88241_2ec38b11cef046caf96890b175734234.pdf
Propylamine
Ethylenediamine
Aza-Micheal addition reaction
Poly (propylene imine) dendrimer
eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
224
232
10.22036/org.chem.2019.154864.1176
88242
L-Cysteine-functionalized ZnS Nanoparticles as a Catalyst for the Synthesis of β-amino Carbonyl Compound via MCR Mannich Reaction
Narjes Alamolhodaei
narjes.alamolhodaei@gmail.com
1
Hossein Eshghi
heshghi@um.ac.ir
2
Hossein Massoudi
massoudihossein@yahoo.com.au
3
Department of Chemistry, Payame Noor University, Mashhad, Iran
Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad
department of chemistry, payame noor university, Tehran, I.R. Iran
Three components one-pot Mannich reaction of ketone, aromatic aldehyde and aromatic amines has been efficiently catalyzed by recyclable and heterogeneous L-Cysteine supported on ZnS nanoparticles at ambient temperature to give various β-amino carbonyl compounds with high yields. This simple method has some advantages such as mild condition and no environmental pollution. Structures of the compounds were confirmed by 1H NMR and IR spectral analyses. ZnS nanoparticles were prepared in hydrothermal procedure from an aqueous solution of Zinc acetate and NaS in the presence of L-Cysteine. L-Cysteine supported on ZnS nanoparticles was characterized by FT-IR, TEM, TGA/DTA and XRD analysis.
https://www.orgchemres.org/article_88242_70379fa5307f7fe9990bfc4e01241e1f.pdf
Mannich
L-cysteine
Functionalized ZnS
β-amino carbonyl
eng
Iranian Chemical Society
Organic Chemistry Research
2383-242X
2019-12-01
5
2
233
240
10.22036/org.chem.2019.155887.1177
88272
Synthesis of Poly-substituted Hydroquinolines Employing Lactic Acid as a Robust Catalyst through the Diastereoselective, One-pot Eight-component Reaction
Fatemeh Noori Sadeh
f.noori456@gmail.com
1
Mojtaba Lashkari
mojtaba_chem_84@yahoo.com
2
Nourallah Hazeri
nhazeri@chem.usb.ac.ir
3
Maryam Fatahpour
mfatahpour10@gmail.com
4
Malek Taher Maghsoodlou
mt_maghsoodlou@yahoo.com
5
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran
Faculty of Sciences, Velayat University, Iranshahr, Iran
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, Zahedan 98135-674, Iran
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran
Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran
With the aim of developing an efficient and eco-friendly method for a diastereoselective synthesis of dispiro[tetrahydroquinoline-bis(2,2-dimethyl[1,3] dioxane-4,6-dione)] derivatives, a one-pot pseudo-eight-components reaction between arylamines, aromatic aldehydes and Meldrum’s acid has occurred in the presence of lactic acid as catalyst. The salient aspects of this protocol are, operational simplicity, facile product separation, a cheap and eco-friendly catalyst, clean reaction conditions, absence of any hazardous organic solvent and moderate to high yields.
https://www.orgchemres.org/article_88272_aa90ce8aa4799785d9ce156f81cea947.pdf
Diastereoselective
Dispiro[tetrahydroquinoline-bis(2
2-dimethyl[1
3] dioxane-4
6-dione)]
Pseudo-eight-components reaction
Meldrum’s acid
Lactic acid