• 제목/요약/키워드: Knoevenagel

검색결과 39건 처리시간 0.02초

Synthesis, Characterization and Application of Poly(4-Methyl Vinylpyridinium Hydroxide)/SBA-15 Composite as a Highly Active Heterogeneous Basic Catalyst for the Knoevenagel Reaction

  • Kalbasi, Roozbeh Javad;Kolahdoozan, Majid;Massah, Ahmadreza;Shahabian, Keinaz
    • Bulletin of the Korean Chemical Society
    • /
    • 제31권9호
    • /
    • pp.2618-2626
    • /
    • 2010
  • In this paper poly (4-methyl vinylpyridinium hydroxide)/SBA-15 composite was prepared as a highly efficient heterogeneous basic catalyst by in situ polymerization method for the first time. It was characterized by XRD, FT-IR, BET, TGA, SEM and back titration using NaOH. This catalyst exhibited the excellent catalytic activities for the Knoevenagel condensation of various aldehydes with ethyl cyanoacetate. Over this catalyst, ${\alpha},{\beta}$-unsaturated carbonyl compounds were obtained in the reasonable yield at $95^{\circ}C$ in 10 - 30 min in $H_2O$ as a solvent with a 100% selectivity to the condensation products. Catalyst could be easily recycled after the reaction and it could be reused without the significant loss of activity/selectivity performance. No by-product formation, high yields, short reaction times, mild reaction conditions and operational simplicity with reusability of the catalyst were the salient features of the present synthetic protocol. Presence of $H_2O$ as a solvent was also recognized as a "green method".

Synthesis, Characterization and Catalytic Activity of Ce1MgxZr1-xO2 (CMZO) Solid Heterogeneous Catalyst for the Synthesis of 5-Arylidine Barbituric acid Derivatives

  • Rathod, Sandip B.;Gambhire, Anil B.;Arbad, Balasaheb R.;Lande, Machhindra K.
    • Bulletin of the Korean Chemical Society
    • /
    • 제31권2호
    • /
    • pp.339-343
    • /
    • 2010
  • A series of $Ce_1Mg_xZr_{1-x}O_2$ (CMZO) mixed metal oxide with different molar ratio were prepared by simple co-precipitation method. The prepared materials were tested for their catalytic activity performance using Knoevenagel condensation of various aromatic aldehydes with barbituric acid under solvent-free condition in microwave. The best catalytic activity was obtained with CMZO (1:0.6:0.4). The synthesized materials were characterized by using XRD, FT-IR, SEM-EDS techniques.

New and General Methods for the Synthesis of Arylmethylene Bis(3-Hydroxy-2-Cyclohexene-1-Ones) and Xanthenediones by EDDA and In(OTf)3-Catalyzed One-Pot Domino Knoevenagel/Michael or Koevenagel/Michael/Cyclodehydration Reactions

  • Jung, Doo-Hwan;Lee, Yong-Rok;Kim, Sung-Hong;Lyoo, Won-Seok
    • Bulletin of the Korean Chemical Society
    • /
    • 제30권9호
    • /
    • pp.1989-1995
    • /
    • 2009
  • Efficient one-pot synthesis of arylmethylene bis(3-hydroxy-2-cyclohexene-1-ones) and xanthenediones by EDDA and In($OTf)_3$-catalyzed reactions was developed starting from dimedone and aryl aldehydes. The key strategies of these reactions involve domino Knoevenagel/Michael reaction or Koevenagel/Michael/Cyclodehydration reactions. The scope and limitation of the two catalysts under various reaction conditions were investigated and described.

Synthesis and Potent Anti-leukemic Activity of Novel 5'-Norcarbocyclic C-nucleoside Phosphonic Acids

  • Kim, Seyeon;Kim, Eunae;Oh, Chang-Hyun;Yoo, Kyung Ho;Hong, Joon Hee
    • Bulletin of the Korean Chemical Society
    • /
    • 제35권12호
    • /
    • pp.3502-3508
    • /
    • 2014
  • The first synthetic route to 5'-norcarbocyclic C-nucleoside [7-oxa-7,9-dideazadenosine (furo[3,2-d]pyrimidine) and 9-deazaadenosine (pyrrolo[3,2-d]pyrimidine)] phosphonic acids from commercially available 1,3-dihydroxy cyclopentane was described. The key C-C bond formation from sugar to base precursor was performed using Knoevenagel-type condensation from a ketone derivative. Synthesized C-nucleoside phosphonic acids were tested for anti-HIV activity as well as anti-leukemic activity. Compound 26 showed significant anti-leukemic activity.

Antifungal Activities of Biorelevant Complexes of Copper(II) with Biosensitive Macrocyclic Ligands

  • Raman N.;Joseph J.;Velan A. Senthil Kumara;Pothiraj C.
    • Mycobiology
    • /
    • 제34권4호
    • /
    • pp.214-218
    • /
    • 2006
  • Four copper(II) complexes have been prepared using macrocyclic ligands. The macrocyclic ligands have been synthesized by the condensation reaction of diethyl phthalate with Schiff bases derived from o-phenylene diamine and Knoevenagel condensed ${\beta}-ketoanilides$ (obtained by the condensation of acetoacetanilide and substituted benzaldehydes). The ligands and copper complexes have been characterized on the basis of Microanalytical, Mass, UV-Vis., IR and CV spectral studies, as well as conductivity data. On the basis of spectral studies, a square-planar geometry for the copper complexes has been proposed. The in vitro antifungal activities of the compounds were tested against fungi such as Aspergillus niger, Rhizopus stolonifer, Aspergillus flavus, Rhizoctonia bataicola and Candida albicans. All the synthesized copper complexes showed stronger antifungal activities than free ligands. The minimum inhibitory concentrations (MIC) of the copper complexes were found in the range of $8{\sim}28\;{\mu}g/ml$. These compounds represent a novel class of metal-based antifungal agents which provide opportunities for a large number of synthetic variations for modulation of the activities.

각종 p-치환아미노스티릴기를 갖는 적색발광재료용 DCM류의 합성 (Synthesis of DCM Classes Having p-Substituted Aminostyryl Groups for Red-Emitting Materials)

  • 정평진;성진희
    • 공업화학
    • /
    • 제17권6호
    • /
    • pp.609-613
    • /
    • 2006
  • 본 연구는 유기발광다이오드(OLED)용 적색형광 물질인 4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran (DCM)유도체들의 합성에 관한 것으로서, 유도체들은 Knoevenagel 축합반응에 의하여 합성되었다. 이들은 전자공여성의 아미노스티릴기와 전자흡인성의 시아노(니트릴)기의 공액구조를 가지고 있다. 합성한 물질은 각각 FT-IR, $^1H-NMR$ 등을 통하여 그 구조적 특성을 확인하였고, 융점, 수득율 등을 통하여 열적 안정성, 반응성 등을 확인하였으며, UV-visible과 PL분석으로부터 이 형광재료들의 광학적 특성을 확인하였다.

Microwave-Assisted Solvent and Catalyst Free Synthesis of 2H-Pyrans

  • Edayadulla, Naushad;Lee, Yong Rok
    • Bulletin of the Korean Chemical Society
    • /
    • 제34권10호
    • /
    • pp.2963-2967
    • /
    • 2013
  • This paper describes a simple and efficient method involving domino Knovenegal/$6{\pi}$ electrocyclization for the preparation of a variety of 2H-pyrans using microwave irradiation under solvent- and catalyst-free conditions. This method offers the advantages of a green approach, high yields, and short reaction times. Sixteen compounds (9a-p) were obtained in good to excellent yields using the procedure.

Synthesis and Characterization of New Push-Pull Chromophores Containing BF2-Azopyrrole Derivatives

  • Ko, HayeMin
    • 대한화학회지
    • /
    • 제60권1호
    • /
    • pp.21-27
    • /
    • 2016
  • Novel push-pull chromophores containing 5’-(4-(bis(9,9-dimethyl-9H-fluoren-2-yl)aniline (bisDMFA) as a donor and phenylazo-methylpyrrolyl-boron difluoride (PhAPy-BF2) as an acceptor were designed and synthesized by the Knoevenagel condensation reaction for organic solar cells. Various electron withdrawing moieties were effectively introduced using 2,4-dimethyl-1H-pyrrole to afford new asymmetric BF2-azopyrrole molecules that were characterized by UV-vis spectroscopy and cyclic voltammetry measurements.