• 제목/요약/키워드: Knoevenagel Condensation

검색결과 29건 처리시간 0.021초

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

  • Raman N.;Joseph J.;Velan A. Senthil Kumara;Pothiraj C.
    • Mycobiology
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    • 제34권4호
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    • pp.214-218
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    • 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.

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
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    • 제35권12호
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    • pp.3502-3508
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    • 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.

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

  • Ko, HayeMin
    • 대한화학회지
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    • 제60권1호
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    • pp.21-27
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    • 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.

Efficient One-Pot Synthesis of Acridinediones by Indium(III) Triflate-Catalyzed Reactions of β-Enaminones, Aldehydes, and Cyclic 1,3-Dicarbonyls

  • To, Quang Huy;Lee, Yong-Rok;Kim, Sung-Hong
    • Bulletin of the Korean Chemical Society
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    • 제33권4호
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    • pp.1170-1176
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    • 2012
  • An efficient one-pot synthesis of acridinediones by $In(OTf)_3$-catalyzed reactions was developed starting from ${\beta}$-enaminones, aldehydes, and cyclic 1,3-diketones. The key strategies of these reactions involve domino Knoevenagel condensation/Michael addition/cyclodehydration reaction.

Synthetic Route for New (Z)-5-[4-(2-Chloroquinolin-3-yl) Methoxy]benzylidinethiazolidine-2,4-diones

  • Jawale, Dhanaji V.;Pratap, Umesh R.;Mane, Ramrao A.
    • Bulletin of the Korean Chemical Society
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    • 제32권7호
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    • pp.2171-2177
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    • 2011
  • Synthetic route has been developed for the synthesis of new (Z)-5-[4-(2-chloroquinolin-3-yl) methoxy]benzyl-idinethiazolidine-2,4-diones (6a-h) starting from 2-chloro-3-hydroxymethyl quinolines (2a-h). The hydroxy methyl quinolines on tosylation yielded (3a-h). Condensation of the tosyl intermediates with 4-hydroxy benzaldehydes has been carried in DMF in presence of $K_2CO_3$ and obtained 4-quinolinyl methoxy benzaldehydes (4a-h). Conveniently Knoevenagel condensation of quinolinyl methoxy benzaldehydes (4a-h) and 2, 4-thiazolidinedione (5) has been carried in PEG-400 in presence of L-proline and obtained better yields of the titled compounds (6a-h).

주사슬에 말로네이트기를 가지는 신규 폴리에스테르의 합성과 광분해 특성을 이용한 형광 이미지 패터닝 (Synthesis of Novel Network Polyesters Containing Malonate Group in Main Chain and Their Fluorescence Image Patterning via Photodegradation)

  • 정선주;곽기섭;정인태;이동호;노형진;윤근병
    • 폴리머
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    • 제32권1호
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    • pp.56-62
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    • 2008
  • Diol과 diacid 단량체들의 다양한 조합으로 2단계 축합중합으로 가교구조를 가지는 세 종류의 신규 폴리에스테르를 새롭게 합성하였다. 이들 고분자 필름은 $240^{\circ}C$에서 수 시간 고온 열처리하면, 주사슬에 의한 금지 전이에도 불구하고, 가시영역에서 흡수를 나타내었으며 330 nm 이상의 파장에서 여기시키면 청색에서 근적외선에 이르는 넓은 범위에서 발광을 나타내었다. 신규 폴리에스테르의 발광 현상은 주사슬에 포함된 말로네이트기가 고온 열처리를 통해 자기축합 형태의 Knoevenagel 반응을 일으켜 분자 내 공역구조를 형성하기 때문이다. 또한 이들 고분자의 열적 특성은 가지화도 차이에 의한 화학적 가교정도에 따라 현저한 차이를 보였을 뿐 아니라 광분해 현상도 관찰되었다. 필름 상태에서 강한 자외선을 조사하여 말로네이트기의 분해반응을 유도하고, 이를 이용한 형광 이미지 패터닝을 수행한 결과, 고해상도의 이미지 패턴을 얻을 수 있었다.

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

  • 정평진;성진희
    • 공업화학
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    • 제17권6호
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    • pp.609-613
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    • 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.

The Synthesis and Light Absorption Behaviour of Novel Coumarin Chromophores

  • An, Kyoung Lyong;Shin, Seung Rim;Jun, Kun;Park, Soo Youl
    • 대한화학회지
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    • 제58권3호
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    • pp.297-302
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    • 2014
  • The synthetic route to coumarin systems is well established and one approach of particular interest leads to the intermediate 7-diethylamino-3-formylcoumarin. A combination of the N,N-diethylamino-coumarin donor with a wide range of acceptor groups of varying electron withdrawing strength should permit the synthesis of a series of extended coumarin dyes with absorption maxima range from 500 to 600 nm, or even beyond. In this communication, a novel efficient synthesis of indoles, benzothiazole and benzoxazole based on coumarin chromophores were achieved and the coloristic and fluorophoric properties of these chromophores were studied.

New Strategy for the Synthesis of 5-Aryl-1H,1'H-spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]2,2',4,4',6'(3H,3'H,5H)-pentaones and Their Sulfur Analogues

  • Jalilzadeh, Mohammad;Pesyan, Nader Noroozi
    • Bulletin of the Korean Chemical Society
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    • 제32권9호
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    • pp.3382-3388
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    • 2011
  • Reaction of barbituric acid (BA), 1,3-dimethyl barbituric acid (DMBA) and 2-thiobarbituric acid (TBA) with cyanogen bromide and aldehydes in the presence of L-(+)-tartaric acid afforded a new route for the synthesis of stable heterocyclic 5-aryl-1H,1'H-spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]2,2',4,4',6'(3H,3'H,5H)-pentaones which is a dimeric form of barbiturate (uracil and thiouracil derivative). In the reaction of 1,3-diethyl thiobarbituric acid (DETBA) the Knoevenagel condensation and then Michael adducts were obtained under the same condition. Structure elucidation is carried out by $^1H$ NMR, $^{13}C$ NMR, FT-IR and Mass analyses. Mechanism of the formation is discussed.