En
  • دکتری (1357)

    شیمی

    موسسه فناوری کالیفرنیا، آمریکا

  • کارشناسی‌ارشد (1352)

    شیمی

    مدرسه عالی پارس، ایران

  • کارشناسی (1350)

    شیمی

    مدرسه عالی پارس، ایران

  • سنتز ترکیبات هتروسیکل به کمک واکنش های چند جزیی
  • شیمی ترکیبات فسفردار

    داده ای یافت نشد

    ارتباط

    رزومه

    TFA-mediated synthesis of functionalized pyrano [2, 3-c] pyrazoles from pyrazol-3-ones, active carbonyl compounds and tert-BuOH

    Issa Yavari, Jamil Sheykhahmadi
    Journal PapersMolecular Diversity , 2021 March 2, {Pages 12-Jan }

    Abstract

    Functionalized pyrano [2, 3-c] pyrazoles were synthesized from 2, 4-dihydro-3H-pyrazol-3-ones, active carbonyl compounds and tert-BuOH in the presence of trifluoroacetic acid at 65 C. These reactions are proceeded by acid catalyzed generation of isobutylene from tert-BuOH for LUMO diene-controlled inverse [4+ 2] cycloaddition reaction with in situ-generated vinylidenepyrazolones.

    Ultrasound-Promoted Synthesis of Spirocyclopropanes from Switchable Starting Materials via Azomethine Ylide [3+ 2]-Cycloaddition

    Issa Yavari, Sara Sheikhi, Jamil Sheykhahmadi, Zohreh Taheri, Mohammad Reza Halvagar
    Journal PapersSynthesis , Issue AAM, 2021 January 22, {Pages }

    Abstract

    An ultrasound-promoted green protocol to access a new series of spirocyclopropanes from indeno[1,2-b]quinoxaline derivatives and azomethine ylides, generated in situ from iodine-catalyzed reaction of acetophenones as well as 2-methylquinoline with pyridine in the presence of a base, is described. These transformations proceeded via a spirocyclopropanation reaction followed by elimination of pyridine. Clear evidence for the structure of a spirocyclopropane-linked indenoquinoxaline derivative was obtained from single-crystal X-ray analyses. The most important feature of this reaction is the fact it forms three stereogenic centers, one of which is quaternary with excellent selectivity.

    A synthesis of spiroindolo[2,1-b]quinazoline-6,2'-pyrido[2,1-b][1,3]oxazines from tryptanthrins and Huisgen zwitterions

    Issa Yavari, Mohammad Askarian-Amiri
    Journal PapersSynthetic Communications , 2021 March 9, {Pages 07-Jan }

    Abstract

    The Huisgen zwitterionic intermediates, generated in situ from N-heterocycles and acetylenic esters were intercepted by tryptanthrins to afford novel spiroindolo[2,1-b]quinazoline-6,2'-pyrido[2,1-b][1,3]oxazines in CH2Cl2 at room temperature. Clear evidence for the structure of a derivative was obtained from single-crystal X-ray analyses. The most important feature of this reaction is the fact it forms two stereogenic centers, one of which is quaternary with remarkable diastereoselectivity.

    A consecutive synthesis of spirocyclopentanes from 2, 4-dioxo-arylbutanoates, malononitrile and vicinal dicarbonyl compounds

    A Parhami, I Yavari
    Journal Papers , , {Pages }

    Abstract

    Reverse orientation in the ultrasound-assisted [3+ 2]-cycloaddition reaction of nitrile imines with 3-formylchromone-Meldrum’s acid adducts

    I Yavari, Y Fadakar
    Journal Papers , , {Pages }

    Abstract

    Copper‐Catalyzed Sonogashira‐Cross‐Coupling of Phenols Using Dichloroimidazolidinedione

    N Hosseini, J Mokhtari, I Yavari
    Journal Papers , , {Pages }

    Abstract

    Copper-Catalyzed Tandem Dehydrocyanation and [3+ 2] Cycloaddition Reactions of Phenacylmalononitriles: Regioselective Synthesis of Functionalized 4-Benzoyl-5-cyanopyrazoles?…

    Issa Yavari, Omid Khaledian
    Journal PapersSynthesis , 2020 February 6, {Pages }

    Abstract

    A novel copper-catalyzed [3+2] cycloaddition reaction with concomitant in situ generation of benzoylacrylonitriles and nitrile imines from phenacylmalononitriles and hydrazonoyl chlorides, respectively, is reported. The reaction was performed using copper(I) chloride as catalyst and N-methylimidazole as a clean complexing agent/weak base to afford the functionalized 4-benzoyl-5-cyanopyrazoles in moderate to good yields and excellent regioselectivity under ambient conditions. This method provides rapid access to a wide range of highly functionalized 4-benzoyl-5-cyanopyrazoles.

    Electrochemical Synthesis of β‐Ketonitriles from Aryl Methyl Ketones

    Issa Yavari, Sina Shaabanzadeh, Sara Sheikhi
    Journal PapersChemistrySelect , Volume 5 , Issue 2, 2020 January 16, {Pages 564-568 }

    Abstract

    A synthesis of β‐ketonitriles by cyanation of aryl methyl ketones with two completely distinct sources of cyanide, namely Me3SiCN and KCN, under metal‐ and oxidant‐free electrochemical anodic oxidation conditions is described. In this approach, a range of β‐ketonitriles can be obtained in good yields. This conversion is facilitated by I2, generated in situ from electrochemical oxidation of iodide ion to afford the β‐ketonitriles. This environmentally benign method is more convenient and practical compared to previous approaches.

    Electrochemical Synthesis of β-Ketosulfones from Switchable Starting Materials

    Issa Yavari, Sina Shaabanzadeh
    Journal PapersOrganic Letters , 2020 January 7, {Pages }

    Abstract

    A synthesis of β-ketosulfones via sulfination of aryl methyl ketones and aryl acetylenes with sodium sulfinates under mild electrochemical conditions, in moderate to good chemical yields, is described. In particular, an electrochemical sulfination reaction of alkynes with sulfinate salts has never been explored. An environmentally friendly characteristic of this reaction is that it uses electricity as a valuable energy source for electrochemical synthesis of β-ketosulfones. This strategy is more convenient and practical compared to previous approaches.

    Ph3P-mediated synthesis of fused 1,2-dihydropyridines

    Issa Yavari, Maryam Safaei, Alireza Abbasi
    Journal PapersMonatshefte f?r Chemie-Chemical Monthly , Volume 151 , Issue 1, 2020 January 1, {Pages 107-112 }

    Abstract

    The zwitterionic intermediates, generated in situ from Ph 3 P and dialkyl acetylenedicarboxylates, are trapped by N–H acidic 2-(alkylamino)-2-(1, 3-dioxo-1H-inden-2 (3H)-ylidene) acetonitriles in refluxing toluene to afford dialkyl 2-alkyl-1-cyano-9-oxo-3, 9-dihydro-2H-indeno [2, 1-c] pyridine-3, 4-dicarboxylates in good yields. The structure of a typical product was confirmed by X-ray crystallography.

    Synthesis and antitumor activities of novel bis‐quinazolin‐4(3H)‐ones

    Nasrin Rahmannejadi, Issa Yavari, Soghra Khabnadideh
    Journal PapersJournal of Heterocyclic Chemistry , Volume 57 , Issue 3, 2020 March , {Pages 978-982 }

    Abstract

    With the aim of obtaining new antitumor agents, a series of bis‐quinazolin‐4(3H)‐ones (3a‐3?f) were designed and synthesized. These products contain 4‐oxo‐1,2,3,4‐tetrahydro‐quinazoline and 3H‐quinazolin‐4‐one moieties linked together via a propyl chain. Cytotoxic activities of 3a‐3?f were evaluated against lung adenocarcinoma (A549), breast carcinoma (MCF‐7) and ovarian cancer (SKOV3) cell lines using MTT method. Cisplatin was used as a positive control. Among the tested compounds 3a, 3b, and 3e showed the best cytotoxic activities against all cancerous cell lines with IC50 values even less than cisplatin. Compounds 3d and 3f also showed desirable cytotoxic activities especially against A549 and MCF‐7.

    Synthesis and dynamic NMR study of spiroheterocycles containing a 1, 2, 4‑triazolidine moiety

    Issa Yavari, Maryam Safaei, Mohammad Reza Halvagar, Mohammad Bayat, Shima Nasri
    Journal PapersMONATSHEFTE FUR CHEMIE , 2020 May 13, {Pages }

    Abstract

    A one-pot synthesis of spiro-heterocyclic systems containing a 1, 2, 4-triazolidine moiety via 1, 3-dipolar cycloaddition reaction of azomethine ylides (generated in situ from α-amino acids and ninhydrin) with diisopropyl azodicarboxylate in 50% aqueous MeOH at room temperature, is described. The structure of a typical product was confirmed by X-ray crystallography. The 1H NMR spectra of diisopropyl 1, 3-dioxo-1, 3-dihydrospiro [indene-2, 3′-[1, 2, 4] triazolidine]-1′, 2′-dicarboxylate exhibited dynamic NMR effects, which were attributed to the fast positional change of the ester groups and their interaction with N–H as well as with methylene protons, and restricted bond rotation of the carbamate groups. The calculated free-energy

    Synthesis of functionalized γ-spiroiminolactones from isocyanides, acetylenic esters, and cyclopenta[a]acenaphthylen-8-ones

    Issa Yavari, Maryam Safaei
    Journal PapersSynthetic Communications , 2020 May 26, {Pages 07-Jan }

    Abstract

    The reaction between dialkyl 8-oxo-8H-cyclopenta[a]acenaphthylene-7,9-dicarboxylates and zwitterionic intermediates, generated in situ from alkyl isocyanides and dialkyl acetylenedicarboxylates, is described. This reaction leads to the formation of tetraalkyl 5′-(alkylimino)-5′H-spiro[cyclopenta[a]acenaphthylene-8,2′-furan]-3′,4′,7,9-tetracarboxylates. The structure of a typical product was confirmed by X-ray crystallographic analysis.

    Synthesis of thia-and thioxo-tetraazaspiro [4.4] nonenones from nitrile imines and arylidenethiohydantoins

    Issa Yavari, Zohreh Taheri, Sara Sheikhi, Samira Bahemmat, Mohammad R Halvagar
    Journal PapersMolecular Diversity , 2020 February 25, {Pages 09-Jan }

    Abstract

    Abstract 5-Arylidene-1-methyl-2-thiohydantoins undergo [3+2]-cycloaddition reaction with nitrile imines, generated in situ from hydrazonyl chlorides, at C=C and C=S dipolarophiles in the thiohydantoin moiety to afford thioxo-tetraazaspiro[4.4]nonenones and thia-tetraazaspiro[4.4]nonenones in moderate to good yields. The stereochemistry of these spiroheterocycles has been confirmed by X-ray diffraction studies. Graphic abstract

    A one-pot four-component synthesis of 3-[(2-amino-4-arylthiazolium-5-yl)(aryl)methyl]-2-oxo-2H-1-benzopyran-4-olates

    Hosna Sayadian, Issa Yavari, Mohammad Reza Halvagar
    Journal PapersJournal of Sulfur Chemistry , 2020 June 5, {Pages 09-Jan }

    Abstract

    An efficient method has been developed for the synthesis of 3-[(2-amino-4-arylthiazolium-5-yl)(aryl)methyl]-2-oxo-2H-1-benzopyran-4-olates via a tandem reaction involving 4-hydroxycoumarin, benzaldehydes, thiourea, and 2-bromo-1-arylethan-1-ones, using p-toluenesulfonic acid as catalyst in glacial acetic acid under reflux. The identity of the parent product was confirmed by X-ray analyses while the other similar derivatives were identified by NMR. The good yields of the products, regioselectivity, and lack of metal promoters are the main advantages of this protocol.HighlightsThe reaction of 4-hydroxycoumarin, thiourea, benzaldehydes, and 2-bromo-1-arylethan-1-ones leads to the formation of functionalized 3-[(2-amino-4-arylthiazolium-5-yl)(a

    Dual 1, 3-dipolar cycloaddition of nitrilimines with cyclopenta [a] acenaphthylen-8-ones. A synthesis of hexacyclic bis-dihydropyrazoles

    Issa Yavari, Parisa Ravaghi, Maryam Safaei
    Journal PapersMonatshefte f?r Chemie-Chemical Monthly , 2020 June 18, {Pages 09-Jan }

    Abstract

    Abstract A regioselective 1,3-dipolar cycloaddition of nitrilimines, generated from hydrazonoyl chlorides, with both C = C double bonds of cyclopentadienone moiety of cyclopenta[a]acenaphthylen-8-ones in the presence of Et3N is described. This dual cycloaddition reaction affords a nearly 3:2 mixture of symmetrical and unsymmetrical hexacyclic bis-dihydropyrazol derivatives in good yields. The stereochemistry of diethyl 3,7-bis(4-chlorophenyl)-4-oxo-1,5-diphenyl-1H-naphtho[1′,8′:4,5,6]pentaleno[1,6a-c:3a,3-c′]dipyrazole-3a,4a(4H,5H)-dicarboxylate was established by X-ray crystallography. Graphic abstract

    Regio-and Stereoselectivity in the 1, 3-Dipolar Cycloaddition Reactions of Isoquinolinium Ylides with Cyclopenta [a] acenaphthylen-8-ones

    Issa Yavari, Parisa Ravaghi, Maryam Safaei, Jasmine Kayanian
    Journal PapersSynlett , 2020 August 11, {Pages }

    Abstract

    A convenient regio- and diastereoselective synthesis of functionalized 5a,5b-dihydro-5H,13H-naphtho[1′′,8′′:4′,5′,6′]pentaleno[1′:3,4]pyrrolo[2,1-a]isoquinolin-5-ones via 1,3-dipolar cycloaddition reaction of 8H-cyclopenta[a]acenaphthylen-8-ones with carbonyl-stabilized isoquinolinium N-ylides, is described. Based on DFT calculations at b3lyp/6-311+g(d,p) level of theory, a nonconcerted mechanism is proposed to explain the regioselectivity of this reaction. The structure of a typical product was confirmed by X-ray crystallographic analysis.

    A formal [3+ 2] cycloaddition reaction of N-methylimidazole as a masked hydrogen cyanide: access to 1, 3-disubstitued-1 H-1, 2, 4-triazoles

    Issa Yavari, Omid Khaledian
    Journal PapersChemical Communications , Volume 56 , Issue 64, 2020 January , {Pages 9150-9153 }

    Abstract

    N-Methylimidazole (NMI) can act as a masked HCN in the synthesis of 1,3-disubstitued-1H-1,2,4-triazoles via a formal cycloaddition reaction of hydrazonoyl chloride with NMI. The product was proved to be formed via an initial nucleophilic substitution of hydrazonoyl chloride with NMI following cyclization and two sequential C–N bond cleavages.

    Synthesis and structure of dialkyl (Z)-3-amino-2-cyano-4-diazopent-2-enedioates

    Issa Yavari, Ramin Mohsenzadeh, Jasmine Kayanian
    Journal PapersMonatshefte f?r Chemie-Chemical Monthly , Volume 151 , Issue 12, 2020 December , {Pages 1829-1834 }

    Abstract

    Abstract Diazo-transfer reaction of tosyl azide and alkyl 2-cyanoacetates in the presence of pyridine at 0??C gives the corresponding alkyl 2-cyano-2-diazoacetates. This material readily undergoes nucleophilic attack by pyridinium 1-cyano-2-alkoxy-2-oxoethan-1-ide to form dialkyl (Z)-3-amino-2-cyano-4-diazopent-2-enedioates. The X-ray structure of a typical product is reported, as well as DFT computational studies that illuminate the structural features of these stable diazo compounds. Graphic abstract

    Choline chloride/pentaerythritol: a deep eutectic solvent for the synthesis of pyran and chromene derivatives

    Setareh Azimzadeh-Sadeghi, Issa Yavari
    Journal PapersJournal of the Iranian Chemical Society , 2020 November 21, {Pages 07-Jan }

    Abstract

    A novel deep eutectic solvent system was prepared by mixing choline chloride as a hydrogen-bond acceptor with 2, 2-bis (hydroxymethyl) propane-1, 3-diol (pentaerythritol) as a hydrogen-bond donor. This green solvent was used for the one-pot synthesis of pyran and chromene derivatives from aromatic aldehydes, 1, 3-dicarbonyl compounds, and malononitrile. The solvent was readily recycled and can be reused three times without significant loss of activity or mass. This procedure offers advantages such as environmental friendliness, shorter reaction times, and higher yields.

    دروس نیمسال جاری

    • كارشناسي ارشد
      طيف سنجي آلي پيشرفته (3 واحد)
      دانشکده علوم پایه، گروه شيمي آلي
    • كارشناسي ارشد
      شيمي هتروسيكل (3 واحد)

    دروس نیمسال قبل

    • كارشناسي ارشد
      طيف سنجي آلي پيشرفته (3 واحد)
      دانشکده علوم پایه، گروه شيمي آلي
    • كارشناسي ارشد
      شيمي هتروسيكل (3 واحد)
    • 1397
      خليل زاده چچكي, ابراهيم
      سنتز تركيبات هتروسيكل بر اساس واكنش‌هاي تراكمي ملدروم اسيد و آيزاتين در مجاورت هسته دوست هاي Sو N
    • 1397
      فداكار, يونس
    • 1395
      شيخ احمدي, سيدجميل
      سنتز سيستم هاي هتروسيكلي براساس واكنش تراكمي مشتق هاي پيرازولون با مولكول هاي كم الكترون
    • 1395
      صفاريان, حامد
    • 1396
      خالديان, اميد
    • 1396
      رواقي, پريسا
    • 1396
      محسن زاده كنده, رامين
      داده ای یافت نشد
    • استاد نمونه – استاد تلاشگر – ۤو پزوهشگر برتر از دانشگاه تربیت مدرس
    • رتبه اول جایزه بین المللی خوارزمی, سال ۱۳۸۳
    • رتبه دوم جایزه بین المللی خوارزمی ,سال ۱۳۷۴
    • استاد نمونه کشوری ,سال ۱۳۸۳

    مهم

    جدید

      اطلاعیه ای درج نشده است