• 제목/요약/키워드: ‘One-pot’ synthesis

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Polymer Support Immobilized Acidic Ionic Liquid: Preparation and Its Application as Catalyst in the Synthesis of Hantzsch 1,4-Dihydropyridines

  • Jahanbin, Bentolhoda;Davoodnia, Abolghasem;Behmadi, Hossein;Tavakoli-Hoseini, Niloofar
    • Bulletin of the Korean Chemical Society
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    • v.33 no.7
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    • pp.2140-2144
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    • 2012
  • A polymer support immobilized acidic ionic liquid was prepared by copolymerization of 3-vinyl-1-(4-sulfonic acid)butylimidazolium hydrogen sulfate with styrene in the presence of benzoyl peroxide and its primary application as a solid acidic heterogeneous catalyst to the synthesis of Hantzsch 1,4-dihydropyridines through a one-pot three-component reaction of aromatic aldehydes, ethyl acetoacetate and ammonium acetate was investigated. The results showed that this heterogeneous catalyst has high catalytic activity and the desired products were obtained in good to high yields. Moreover, the catalyst was found to be reusable and a considerable catalytic activity still could be achieved after third run.

SnO2/SiO2 Nanocomposite Catalyzed One-Pot Synthesis of 2-Arylbenzothiazole Derivatives

  • Yelwande, Ajeet A.;Navgire, Madhukar E.;Tayde, Deepak T.;Arbad, Balasaheb R.;Lande, Machhindra K.
    • Bulletin of the Korean Chemical Society
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    • v.33 no.6
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    • pp.1856-1860
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    • 2012
  • $SnO_2/SiO_2$ nanocomposite has been synthesized by using sol-gel method. Prepared catalytic materials has been well characterized by using X-ray diffraction (XRD), transmission electron microscopy (TEM), scanning electron microscopy (SEM), energy dispersive spectroscopy (EDS), Fourier transform infrared spectroscopy (FT-IR), Brunauer-Emmer-Teller (BET) surface area, and temperature-programmed desorption of ammonia ($NH_3$-TPD). $SnO_2/SiO_2$ nanocomposite catalyzed synthesis of 2-arylbenzothiazoles by the cyclocondensation of 2-aminothiophenol and aromatic aldehydes under reflux condition in 1:1 EtOH:$H_2O$. After completion of the reaction, catalyst can be recovered efficiently and reused with consistent activity.

Ammonium Acetate: An Efficient Reagent for the One-pot Synthesis of 5-Aryl-7,8,13,14-tetrahydrodibenzo[a,i] phenanthridines, 2,4-Diaryl-6,7-benzo-3-azabicyclo[3.3.1]nonan-9-ones and α,α'-Bis(substituted benzylidene)cycloalkanones

  • Karthikeyan, Natesan Sundaramurthy;Sathiyanarayanan, Kulathu Iyer;Aravindan, Paduthapillai Gopal
    • Bulletin of the Korean Chemical Society
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    • v.30 no.11
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    • pp.2555-2558
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    • 2009
  • The condensation of cyclic ketone with aromatic aldehydes in the presence of ammonium acetate under ethanol media affords the corresponding 5-aryl-7,8,13,14-tetrahydrodibenzo[a,i]phenanthridine with excellent yield. This mild and efficient procedure with high yield is also applied to the synthesis of 2,4-diaryl-6,7-benzo-3-azabicyclo- [3.3.1]nonan-9-ones and ${\alpha},{\alpha}{$’-bis(substituted benzylidene)cycloalkanones.

Synthesis and Reactions of Benzimidazoline-2-thione Derivatives

  • Lee Tae Ryong;Kim Kyongtae
    • Bulletin of the Korean Chemical Society
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    • v.10 no.1
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    • pp.80-84
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    • 1989
  • Two properties of sodium naphthalenide (2), i.e. a strong base and a good electron donor were utilized for one pot synthesis: 2-alkylthiobenzimidazoles were synthesized in excellent yields from the reactions of benzimidazoline-2-thione (1) with an equimolar amount of alkyl halides in the presence of 2. Continuous addition of a different alkyl halide without the isolation of 2-alkylthiobenzimidazoles afforded 1-alkyl-2-alkylthiobenzimidazoles having different alkyl groups at N and S atoms in excellent yields. Further addition of 2 to 1-alkyl-2-alkylthiobenzimidazoles gave excellent yields of 1-alkylbenzimidazoline-2-thiones. When 2 in THF was added to a suspension of 1-alkyl-2-alkylthiobenzimidazoles in THF, a bond cleavage between N and C of alkyl group as well as S and C of alkyl group occurred. This is in contrast to the observation in which only cleavage between S and C of alkyl group takes place in the homogeneous solution.

Synthesis of Asymmetric Dimer of Quinolone Derivatives Using p-TSA (p-TSA를 이용한 퀴놀론 유도체의 비대칭 이합체 합성)

  • 박명숙
    • YAKHAK HOEJI
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    • v.48 no.3
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    • pp.202-206
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    • 2004
  • New asymmetric dimers, N,N'-dialkyl-4'-hydroxy-4-oxo-2,2',3,3'-tetrahydro-2,2'-diphenyl-4,4'-quinolones 3a-f were synthesized through the dehydration and dea1coholation of N-alkylanilines and ethyl benzoylacetate. Dimers 3a-f were identified by NMR, IR and GC-MS. A series of dimer 3a-f has been synthesized using acid-catalyzed one-pot reaction that involved the condensation, cyc1ization and dimerization. Similarly, the 6,6'-methoxy (or 7,7'-methoxy) substituted dimers were prepared from N-alkyl-meta-(or para)-anisidines. Formation of dimers was undertaken with p-toluenesulfonic acid (p-TSA) at 90∼11$0^{\circ}C$ in toluene for 2∼6 hours over the Dean-Stark apparatus.

Synthesis of 2-(4-Hydroxyphenyl)benzofurans and Their Application to $\beta$-Amyloid Aggregation Inhibitor

  • Choi, Hong-Dae;Seo, Pil-Ja;Son, Byeng-Wha;Kang, Byoung-Won
    • Archives of Pharmacal Research
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    • v.27 no.1
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    • pp.19-24
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    • 2004
  • The facile synthesis of a series of 2-(4-hydroxyphenyl)benzofurans (4a-e) is described. The one-pot reaction of 4-substituted phenols with the chloride 1 in the presence of zinc chloride afforded 3-methylthio-2-(4-acetoxyphenyl)benzofurans (2a-e). The compounds 4a-e were obtained from the hydrolysis of 2a-e followed by the desulfurization of the resulting 3-methylthio-2-(4-hydroxyphenyl)benzofurans (3a-e). 5-Methyl-3-p-toluoyl-2 -[4-(3-diethylaminopropoxy)phenyl]benzofuran (7), a $\beta$-amyloid aggregation inhibitor, was synthesized by three steps starting from 4a.

Synthesis and Characterization of 14-Membered Tetraaza Macrocycles with N-Ethyl Groups and their Nickel(Ⅱ) and Copper(Ⅱ) Complexes

  • Kang Shin-Geol;Kweon Jae Keun
    • Bulletin of the Korean Chemical Society
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    • v.13 no.3
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    • pp.256-259
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    • 1992
  • The 14-membered tetraaza macrocyclic ligand 1,8-diethyl-5,12-dimethyl-1,4,8,11-tetraazacyclote tradeca-4,11-diene(B) can be synthesized as its dihydroperchlorate salt by the one-pot reaction of 2-ethylaminoethylamine, methylvinyl ketone, and perchloric acid in absolute ethanol. The reaction of Ni(II) or Cu(II) ion and the salt yields $[M(B)]^{2+}$ (M = Ni(II) or Cu(II)), which reacts with $NaBH_4$ to produce $[M(D)]^{2+}$ (D = 1,8-diethyl-5,12-dimethyl-1,4,8,11-tetraazacyclote tradecane). The complexes $[M(L)]^{2+}$ (L = B or D) have planar geometry and contain two ethyl groups at the donor nitrogen atoms of the ligands. The red solids $[Cu(B)](X)_2(X)$ = $ClO_4-$ or $PF_6^-$) react with water molecules of atmospheric moisture to produce the purple solids in which water molecules are coordinated to the metal ion. Synthesis, characterization, and the properties of the new N-ethylated macrocyclic ligands and their Ni(II) and Cu(II) complexes are reported.

Synthesis of Quinolinones for Novel Flavonoid Derivatives

  • Park, Myung-Sook;Park, Hae-Sun;Yoon, Myung-Sun;Kim, Nan-Young;Lee, Jae-In
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.241.2-241.2
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    • 2003
  • We report the synthesis of key intermediates for the development novel flavonoid derivatives with potential antiinflammatory activity and propose a mechanism of the one-pot reaction. The various amines (1) for this work were commercially available. Secondary amines (2) were formed by nucleophilic attraction using ethyl benzoylacetate. The C-N bond formation proceeded at refluxing in toluene with catalytic amount of p-toluenesulfonic acid and a removal of water was important in this reaction. (omitted)

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Synthesis of Platinum-Reduced Graphene Oxide (Pt-rGO) Nanocomposite for Selective Detection of Hydrogen Peroxide as a Peroxidase-Mimic Catalyst

  • Doyun Park;Min Young Cho;Kuan Soo Shin
    • Journal of the Korean Chemical Society
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    • v.67 no.6
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    • pp.415-419
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    • 2023
  • In this study, we report the one-pot synthesis of reduced graphene oxide (rGO) containing platinum nanoparticles with catalytic activity to break down hydrogen peroxide as a peroxidase-mimicking catalyst. A single reducing agent was used to reduce graphene oxide and a platinum precursor at a moderately low temperature of 70℃. The rGO was homogeneously decorated with platinum nanoparticles. The catalytic activity of Pt-rGO was investigated for the oxidation of 3,3',5,5'- tetramethylbenzidine (TMB), a peroxidase substrate, in the presence of hydrogen peroxide. The Pt-rGO coupled with glucose oxidase was also able to detect glucose at millimolar concentrations (up to 1 mM). Our results show that the Pt-rGO composite is a promising catalyst for the detection of hydrogen peroxide. This method was also applied for the detection of glucose.

One Pot Synthesis and Characterization of Alginate Stabilized Semiconductor Nanoparticles

  • Sundarrajan, Parani;Eswaran, Prabakaran;Marimuthu, Alexander;Subhadra, Lakshmi Baddireddi;Kannaiyan, Pandian
    • Bulletin of the Korean Chemical Society
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    • v.33 no.10
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    • pp.3218-3224
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    • 2012
  • Uniform and well dispersed metal sulfide semiconductor nanoparticles incorporated into matrices of alginate biopolymer are prepared by using a facile in situ method. The reaction was accomplished by impregnation of alginate with divalent metal ions followed by reaction with thioacetamide. XRD analysis showed that the nanoparticles incorporated in the polymer matrix were of cubic structure with the average particle diameter of 1.8 to 4.8 nm. Field emission scanning electron microscopy and high resolution transmission electron microscopy images indicated that the particles were well dispersed and distributed uniformly in the matrices of alginate polymer. FT-IR spectra confirmed the presence of alginate in the nanocomposite. The crystalline nature and thermal stability of the alginate polymer was found to be influenced by the nature of the divalent metal ions used for the synthesis. The proposed method is considered to be a simple and greener approach for large scale synthesis of uniform sized nanoparticles.