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Efficient diastereo- and enantioselective synthesis of α,β-disubstituted γ-phosphono sulfonates
, Article Tetrahedron Asymmetry ; Volume 20, Issue 21 , 2009 , Pages 2429-2431 ; 09574166 (ISSN) ; Mirjafary, Z ; Saeidian, H
2009
Abstract
The first asymmetric synthesis of α,β-disubstituted γ-phosphono sulfonates is reported. The key step is the Michael addition of a lithiated enantiopure sulfonate bearing an inexpensive chiral sugar auxiliary to α,β-unsaturated phosphonates in good diastereoselectivities. After chromatographic purification, the cleavage of the chiral sugar auxiliary proceeds without any epimerization or racemization to form the corresponding isopropyl sulfonate in very good overall yield (75%) and excellent diastereomeric and enantiomeric excess (de, ee ≥ 95%). © 2009 Elsevier Ltd. All rights reserved
Microwave-assisted synthesis of 3-substituted coumarins using ZrOCl 2.8H2O as an effective catalyst
, Article Scientia Iranica ; Volume 16, Issue 1 C , 2009 , Pages 12-16 ; 10263098 (ISSN) ; Mirjafary, Z ; Saeidian, H ; Sharif University of Technology
2009
Abstract
An efficient route for the synthesis of 3-substituted coumarins via Knoevenagel condensation, using ZrOCl2.8H2O (10 mol %) as the. catalyst under microwave heating and solvent-free conditions, is described. This procedure offers several advantages, including the low loading of catalysts, high yields, clean reactions, short reaction times and the. use of various substrates, which make it a useful and attractive strategy for the. synthesis of 3-substituted coumarins. © Sharif University of Technology, June 2009
New entry to bridged pentacyclic indolyltetrahydroisoquinoline skeleton via tandem s-alkylation and intramolecular C-Alkylation
, Article Synlett ; Issue 1 , 2010 , Pages 123-127 ; 09365214 (ISSN) ; Taheri, S ; Mirjafary, Z ; Saeidian, H ; Sharif University of Technology
2010
Abstract
An efficient, single-step synthesis of hitherto unknown indole-annulated pentacyclic indolylhydroisoquinolines via tandem S-alkylation and intramolecular C-alkylation of indolin-2-thiones with N-alkylisoquinolinium salts is reported. This new approach provides a powerful entry into polycyclic structures containing nitrogen and sulfur related to alkaloids
Synthesis of novel polycyclic indole-annulated thiopyranocoumarin derivatives via domino Knoevenagel-hetero-Diels-Alder reaction in aqueous media
, Article Helvetica Chimica Acta ; Volume 93, Issue 5 , 2010 , Pages 964-973 ; 0018019X (ISSN) ; Kiamehr, M ; Taheri, S ; Mirjafary, Z ; Sharif University of Technology
Abstract
An efficient synthesis of polycyclic indole derivatives is achieved via domino Knoevenagel - hetero-Diels - Alder reaction of O-acrylated salicylaldehyde derivatives with dihydroindole-2-thiones in H2O as solvent. The products are formed in good-to-excellent yields with high regio- and stereoselectivity
Rapid and efficient one-pot synthesis of 1,4-dihydropyridine and polyhydroquinoline derivatives through the hantzsch four component condensation by zinc oxide
, Article Journal of the Iranian Chemical Society ; Volume 6, Issue 2 , 2009 , Pages 317-324 ; 1735207X (ISSN) ; Saeidian, H ; Mirjafary, Z ; Sadeghi, A ; Sharif University of Technology
2009
Abstract
A one-pot four-component reaction of aldehydes, ethyl acetoacetate/5,5-dimethyl-1,3-cyclohexanedione, ethyl acetoacetate and ammonium acetate in the presence of 10 mol% of ZnO as a heterogeneous catalyst for the synthesis of corresponding 1,4-dihydropyridine and polyhydroquinoline derivatives via the Hantzsch condensation is described. The present methodology offers several advantages such as simple procedure, excellent yields, and short reaction time
KF-Al2O3 promoted synthesis of fully substituted new indeno- and naphtho-fused thiophenes under solvent-free conditions by controlled microwave heating
, Article Letters in Organic Chemistry ; Volume 4, Issue 8 , 2007 , Pages 576-584 ; 15701786 (ISSN) ; Saeidian, H ; Mirjafary, Z ; Sadeghi, A ; Sharif University of Technology
2007
Abstract
KF-Al2O3 catalyzes the reaction of arylthioacetamides with α-bromo, ketones to give fully substituted new indeno- and naphtho- fused thiophenes with good yields under solvent-free conditions by controlled microwave heating. A mechanism is proposed for the reaction course. © 2007 Bentham Science Publishers Ltd
A simple and efficient synthesis of new indeno- and naphtho-fused thiophenes using arylthioacetamides
, Article Journal of Sulfur Chemistry ; Volume 27, Issue 6 , 2006 , Pages 545-552 ; 17415993 (ISSN) ; Saeidian, H ; Mirjafary, Z ; Taheri, S ; Sharif University of Technology
2006
Abstract
New indeno- and naphtho-fused thiophenes were synthesized from reaction of 2-bromo-1-indanone and 2-bromo-1-tetralone with arylthioacetamides in good yields
Facile synthesis of highly substituted 2-pyrone derivatives via a tandem Knoevenagel condensation/lactonization reaction of β-formyl-esters and 1,3-cyclohexadiones
, Article Tetrahedron Letters ; Vol. 55, issue. 18 , April , 2014 , p. 2908-2911 ; ISSN: 00404039 ; Mirjafary, Z ; Javan, M. J ; Motamen, S ; Saeidian, H ; Sharif University of Technology
Abstract
A mild and efficient tandem process for the synthesis of new highly substituted 2-pyrones starting from commercially available 2-arylacetic acids has been developed. The synthesis is based on the Knoevenagel condensation of 1,3-cyclohexadiones with various β-formyl-esters, followed by lactonization in the presence of nano ZnO (20 mol %). Moderate to high yields and readily available cheap starting materials are the key features of the present method
Efficient synthesis of bicyclo[3.3.1]nonane systems via tandem 1,3-dinucleophilic addition of 4-hydroxy-2-quinolinones to quinolinium salts
, Article Synthetic Communications ; Volume 42, Issue 13 , 2012 , Pages 1941-1949 ; 00397911 (ISSN) ; Mirjafary, Z ; Saeidian, H ; Foroushani, B. K ; Nourian, S ; Sharif University of Technology
2012
Abstract
The synthesis of bicyclo[3.3.1]nonane systems is reported. The synthesis is based on the tandem 1,3-dinucleophilic addition of 4-hydroxy-2-quinolinone to quinolinium salts
A facile synthesis of bridged polycyclic naphthooxazocine skeletons: Eight-membered-ring constructions via tandem dinucleophilic addition of naphthalenols to quinolinium salts
, Article Helvetica Chimica Acta ; Volume 94, Issue 1 , 2011 , Pages 142-147 ; 0018019X (ISSN) ; Taheri, S ; Mirjafary, Z ; Saeidian, H ; Kiamehr, M ; Tafazzoli, M ; Sharif University of Technology
2011
Abstract
The efficient synthesis of bridged polycyclic naphthooxazocines 3 via addition of naphthalenols 1 as a bis-nucleophile to N-alkylquinolinium salts 2 is described (Scheme 1 and Table 2). This new approach provides a powerful entry into polycyclic structures containing bicyclic N,O-acetals related to bioactive compounds
The synthesis of dibenzazocines via tandem dinucleophilic addition of phenols to quinolinium salts
, Article Arkivoc ; Volume 2010, Issue 11 , Sep , 2010 , Pages 91-100 ; 1551-7012 (ISSN) ; Saeidian, H ; Kiamehr, M ; Mirjafary, Z ; Taheri, S ; Sharif University of Technology
Arkat
2010
Abstract
Dibenzazocines were prepared via tandem dinucleophilic addition of phenols to quinolinium salts in good yields. The procedure is efficient, simple and the substrates are easily available
Synthesis of eight-membered hydroquinolines related to alkaloid skeletons via addition of 4-hydroxycoumarin or 4-hydroxypyran-2-one to quinolinium salts
, Article Tetrahedron ; Volume 66, Issue 21 , Jan , 2010 , Pages 3678-3681 ; 00404020 (ISSN) ; Mirjafary, Z ; Saeidian, H ; Taheri, S ; Soltanzadeh, B ; Sharif University of Technology
2010
Abstract
A new one-pot synthesis of hitherto unknown polyheterocyclic systems via tandem C-alkylation and intramolecular O-alkylation of 4-hydroxycoumarin or 4-hydroxypyran-2-one with quinolinium salts in excellent yields (71-89%) is reported. The present approach provides a powerful route into polycyclic structures containing nitrogen and oxygen related to alkaloids
A new and convenient approach to heterotetracyclic benzoxazocines through addition of 1,3-dicarbonyl compounds to quinolinium salts
, Article Tetrahedron Letters ; Volume 51, Issue 20 , April , 2010 , Pages 2704-2707 ; 00404039 (ISSN) ; Mirjafary, Z ; Saeidian, H ; Taheri, S ; Khodabakhshi, M. R ; Sharif University of Technology
2010
Abstract
The synthesis of a series of benzoxazocines has been achieved in good yields by tandem C-alkylation and intramolecular O-alkylation of 1,3-dicarbonyl compounds with quinolinium salts. This is a novel example of the synthesis of eight-membered rings via a tandem process, which provides a method for the synthesis of medium-ring heterocycles
Facile entry to polycyclic indolylhydroquinoline skeletons via tandem C-alkylation and intramolecular S-alkylation
, Article Tetrahedron ; Volume 66, Issue 1 , 2010 , Pages 134-138 ; 00404020 (ISSN) ; Mirjafary, Z ; Saeidian, H ; Taheri, S ; Doulabi, M ; Kiamehr, M ; Sharif University of Technology
Abstract
An efficient, single step synthesis of hitherto unknown indole-annulated pentacyclic indolylhydroquinolines via tandem C-alkylation and intramolecular S-alkylation of indolin-2-thiones with N-alkylquinolinium salts in excellent yields (83-95%) is reported. This facile approach provides a powerful entry into polycyclic structures containing nitrogen and sulfur related to alkaloids. The structure of the product was determined by Röntgen crystal structure analysis
A new and facile synthesis of thieno[2,3-b]indole derivatives via condensation of isocyanide and indolin-2-thiones
, Article Synlett ; Issue 7 , 2009 , Pages 1047-1050 ; 09365214 (ISSN) ; Saeidian, H ; Mirjafary, Z ; Taheri, S ; Kheirjou, S ; Sharif University of Technology
2009
Abstract
A new one-pot synthesis of thieno[2,3-b]indole ring systems is described. Condensation of cyclohexyl isocyanide with indolin-2-thiones yielded 3-cyclohexyaminomethylene-indolin-2-thiones, which upon reaction with α-halocarbonyl compounds produced the title compounds. © Georg Thieme Verlag Stuttgart
Diastereo- and enantioselective synthesis of α,β-disubstituted γ-nisalkoxycarbonyl sulfonates
, Article Synlett ; Issue 17 , 2009 , Pages 2872-2874 ; 09365214 (ISSN) ; Saeidian, H ; Mirjafary, Z ; Iffland, D ; Raabe, G ; Runsink, J ; Sharif University of Technology
2009
Abstract
The asymmetric synthesis of ,-disubstituted -bisalkoxycarbonyl sulfonates is reported. The synthesis is based on the Michael addition of a lithiated enantiopure sulfonate bearing a cheap chiral sugar auxiliary to Knoevenagel acceptors. The reaction proceeds with high asymmetric inductions (ds=69-96%) and good yields (62-79%). The absolute configuration was determined by X-ray crystal-structure analysis
A facile aerobic copper-catalyzed α-oxygenation of aryl thioacetamides: An efficient access to α-keto aryl thioamides
, Article Synlett ; Issue 6 , 2008 , Pages 892-896 ; 09365214 (ISSN) ; Mirjafary, Z ; Saeidian, H ; Jebeli Javan, M ; Sharif University of Technology
2008
Abstract
Copper(II) efficiently catalyzes the aerobic oxidation of aryl thioacetamides into the corresponding α-keto aryl thioamides in moderate to high yields in the presence of K2CO3 under O 2 atmosphere. This protocol is simple, clean, and generates water as the only byproduct. A mechanism is proposed for the reaction course. © Georg Thieme Verlag Stuttgart
Solvent-free synthesis of 2-amino-3-aryl-5-substituted thiophenes as anti-inflammatory agents using KF-Al2O3 under microwave irradiation
, Article Synthetic Communications ; Volume 38, Issue 12 , 2008 , Pages 2043-2053 ; 00397911 (ISSN) ; Sadeghi, A ; Mirjafary, Z ; Matloubi Moghaddam, F ; Sharif University of Technology
2008
Abstract
The synthesis of 2-amino-3-aryl-5-substituted thiophenes as anti-inflammatory agents catalyzed by KF-Al2O3 under microwave irradiation is reported. Copyright © Taylor & Francis Group, LLC
Studies of Ponceau 4R food colorant and zinc oxide nanoparticles containing it interactions with DNA and evaluation of their antimicrobial activity
, Article Journal of Food Processing and Preservation ; Volume 46, Issue 2 , 2022 ; 01458892 (ISSN) ; Shahabadi, N ; Mahmoudi Hashemi, M ; Meibodi, F. S ; Mirjafari, Z ; Sharif University of Technology
John Wiley and Sons Inc
2022
Abstract
The current study describes design and synthesis of silica-coated zinc oxide nanoparticles containing Ponceau 4R food colorant (named as ZnO@SiO2@APTMS/P4R). The interactions of Ponceau 4R and ZnO@SiO2@APTMS/P4R with calf thymus-DNA were investigated It should be noted that the competitive binding experiment revealed that both Ponceau 4R and ZnO@SiO2@APTMS/P4R could release Hoechst 33258. As inferred from the results the binding of the Ponceau 4R and ZnO@SiO2@APTMS/P4R with DNA were surface binding, mainly due to groove binding. Furthermore, antibacterial properties of ZnO, Ponceau 4R and ZnO@SiO2@APTMS/P4R samples against gram-positive bacteria and gram-negative bacteria were examined and...
Efficient and green synthesis of new polycyclic procyanidin derivatives via tandem dinucleophilic addition of indolin-2-thiones to flavylium salts
, Article Pure and Applied Chemistry ; Volume 83, Issue 3 , January , 2011 , Pages 709-713 ; 00334545 (ISSN) ; Foroushani, B. K ; Saeidian, H ; Nourian, S ; Mirjafary, Z ; Kiamehr, M ; Sharif University of Technology
2011
Abstract
The green synthesis of a new series of polycyclic procyanidin derivatives has been achieved in good yields by tandem dinucleophilic addition of indolin-2-thiones to flavylium salts. The procedure is efficient and simple, and the substrates are easily available