• Title/Summary/Keyword: Knoevenagel

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Knoevenagel Reaction in Water Catalyzed by Mesoporous Silica Materials Synthesized from Industrial Waste Coal Fly Ash (석탄회 산업폐기물로부터 제조한 메조다공성 실리카소재를 촉매로 사용하는 Knoevenagel 수용액 반응)

  • Dhokte, Aashish O.;Khillare, Santosh L.;Lande, Machhindra K.;Arbad, Balasaheb R.
    • Journal of the Korean Chemical Society
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    • v.55 no.3
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    • pp.430-435
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    • 2011
  • Coal fly ash of thermal power plants converted into mesoporous materials MCM-41. The synthesized material was characterized by XRD, FT-IR, SEM, and EDS techniques. The catalytic activity of prepared material was studied for the synthesis of 5-arylindene malononitriles via Knoevenagel condensation of aromatic aldehydes and malonontrile is described. The features of present method are easy handling, stability, reusability, and eco-friendliness of catalyst, high yields, short reaction time, simple experimental and work up procedure.

A Systematic Study on Knoevenagel Reaction and Nazarov Cyclization of Less Reactive Carbonyl Compounds Using Rare Earth Triflates and Its Applications

  • Ilangovan, A.;Muralidharan, S.;Maruthamuthu, S.
    • Journal of the Korean Chemical Society
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    • v.55 no.6
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    • pp.1000-1006
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    • 2011
  • A systematic study of Knoevenagel reaction and Nazarov cyclization was made on variety of less reactive carbonyl compounds such as ${\beta}$-ketoesters, 1,3-diketones and cyclic active methylene compounds using $Yb(OTf)_3$ as the catalyst. Recycling study confirms reusability of the catalyst without much loss of activity.

Indium Modified Mesoporous Zeolite AlMCM-41 as a Heterogeneous Catalyst for the Knoevenagel Condensation Reaction

  • Katkar, Santosh S.;Lande, Machhindra K.;Arbad, Balasaheb R.;Rathod, Sandip B.
    • Bulletin of the Korean Chemical Society
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    • v.31 no.5
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    • pp.1301-1304
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    • 2010
  • The Indium modified mesoporous zeolite AlMCM-41 were synthesized by hydrothermal method and characterized by powder X-ray diffraction (XRD), fourier transform infrared spectroscopy (FT-IR) and scanning electron microscopy with energy dispersive spectroscopy (SEM-EDS) techniques. The Knoevenagel condensation of aldehyde with malononitrile or ethyl cyanoacetate was carried out at reflux condition in ethanol by using heterogeneous In/AlMCM-41 catalyst. This method is fast, efficient, easy work-up and eco-friendly to afford the corresponding Knoevenagel adducts. The catalyst was recovered and reused for several cycles with consistent activity.

Dry Media Reaction Procedure for Synthesis of α,β-Unsaturated Acids, α-Cyanoacrylonitriles and α-Cyanoacrylates via Knoevenagel Condensation Using NaHSO4·SiO2 Catalyst (NaHSO4·SiO2 촉매를 이용한 Knoevenagel 축합을 거친α,β의 불포화산, α-Cyanoacrylonitriles와 α-Cyanoacrylates의 합성을 위한 무수조건하의 반응 절차)

  • Gopalakrishnan, M.;Sureshkumar, P.;Kanagarajan, V.;Thanusu, J.;Thirunavukkarasu, S.
    • Journal of the Korean Chemical Society
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    • v.51 no.4
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    • pp.346-351
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    • 2007
  • Efficient stereoselective synthesis of α,β-Unsaturated acids, α-Cyanoacrylonitriles and α-Cyanoacrylates has been carried out in the presence of NaHSO4·SiO2 under solvent?free conditions with an E-geometry.

Knoevenagel Condensation Reaction Using Amine-functionalized MCM-41 Base Catalysts (아민고정화 MCM-41 염기촉매를 이용한 Knoevenagel 축합반응)

  • Choi, Jung-Sik;Ahn, Wha-Seung
    • Korean Chemical Engineering Research
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    • v.44 no.4
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    • pp.417-423
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    • 2006
  • A series of amine functionalized MCM-41 catalysts were prepared by aminopropyltrimethoxysilane grafting and their catalytic performance in Knoevenagel reaction of selected substrates was investigated. Water resistant and catalytically active amine grafted MCM-41 was prepared by post-synthetic silylation using methyltrimethoxysilane ; hydrogen bonding of the water molecules formed during the condensation reaction to the active N group was suppressed, which led to high TON of the reaction. Amine functionalized MCM-41 prepared by coating method produced high conversion, but the TON of the catalyst was much lower than that of the amine grafted MCM-41; pore volume of the functionalized MCM-41 decreased substantially and large portion of the immobilized amine is believed to be hydrogen bonded to each other, which can result in decrease in the basicity of the N group. A secondary amine group was prepared by room temperature condensation between aminopropylsilane and chloropropylsilane, and the MCM-41 grafted with the secondary amine group demonstrated the highest catalytic activity among the catalysts prepared.

Silica Supported Ammonium Acetate: An Efficient and Recyclable Heterogeneous Catalyst for Knoevenagel Condensation between Adehydes or Ketones and Active Methylene Group in Liquid Phase

  • Gupta, Raman;Gupta, Monika;Paul, Satya;Gupta, Rajive
    • Bulletin of the Korean Chemical Society
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    • v.30 no.10
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    • pp.2419-2421
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    • 2009
  • A simple and efficient method has been developed for Knoevenagel condensation between aldehydes or ketones and active methylene group by stirring in methylene chloride at 60 ${^{\circ}C}$ under heterogeneous conditions using silica supported ammonium acetate. The products are obtained in excellent yields and are in a state of high purity. The structures of the products were confirmed by IR, $^1H$ NMR and mass spectral data and comparison with authentic samples available commercially.

A Study on the Knoevenagel Reaction of Fluorinated Carbonyl Compounds (含弗素有機 Carbonyl化合物의 Knoevenagel反應에 關한 硏究)

  • You Sun Kim
    • Journal of the Korean Chemical Society
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    • v.7 no.1
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    • pp.85-90
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    • 1963
  • The Knoevenagel reaction of fluorinated carbonyl compounds, 1,1,1-trifluoro-propanone-2-heptafluoro-butyraldehyde, 1,3-dichloro-1,1,3,3-tetrafluoro-acetone, tetradecafluoro-heptanone-4 and 2,2,2-trifluoro-acetophenone yielded fluorinated ${\beta},{\beta}$-dialkyl-${\beta}$-hydroxy acids. Dehydration of the acids do not give the olefinic acid in the case of the perfluorinated system and gave a lactone. From the consideration of electronic and steric effects a mechanismic path of the reaction via a carbanion intermediate was proposed for the reaction. Preparation of related derivatives are also described.

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