• Title/Summary/Keyword: One-pot reaction

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Facile Preparation of Copper(I) Halide-Dimethyl Sulfide Complex and Its Application

  • Park, Il-Hyun;So, Myung-Sub;Park, Koon-Ha
    • Bulletin of the Korean Chemical Society
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    • v.28 no.9
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    • pp.1515-1518
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    • 2007
  • A preparative method of Me2SCuX (X = Cl, Br) via one-pot reaction was developed from common chemicals such as benzyl halide, DMSO, and Cu(0). In the reaction mixture small molecules such as methyl halide and dimethyl sulfide etc. were efficiently generated in situ, resulting in the formation of Me2SCuX. Oxidation of Cu(0) in reacting with both benzyl halide (starting material) and methyl halide (in situ generated product) to Cu(I) followed by complexing with dimethyl sulfide (in situ generated product) could explain the formation of Me2SCuX. In particular we found out that heterogeneous reaction of Me2SCuX and arenediazonium tetrafluoroborate in acetonitrile was so effective to afford corresponding bromoaromatics under mild conditions.

Nucleophilic Reaction of 2-Phenyl-4-quinolones with Methyl Iodide and Preparation of Its Derivatives (2-Phenyl-4-quinolones와 Methyl Iodide의 친핵반응에 의한 유도체의 합성)

  • Oh, Mi-Jung;Park, Myung-Sook
    • YAKHAK HOEJI
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    • v.52 no.6
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    • pp.514-519
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    • 2008
  • We developed a convenient synthetic route to 3-alkylated 2-phenyl-4-quinolone derivatives (4a-h and 5a-c), which were expected to retain antitumor activity. A series of 2,3-dihydro-2-hydroxy-2-phenyl-4-quinolones (3a-h) was synthesized through dehydration, dealcoholation and hydration using acid-catalyzed one-pot reaction from anilines and ethyl benzoylacetates. 3-Methyl (or 3,3-dimethyl)-2-phenyl-4-quinolone derivatives 4 and 5 were synthesized from 3a-h through the methylation using methyl iodide. Formation of quinolone nucleus was undertaken with p-toluenesulfonic acid (p-TSA) at $90{\sim}110^{\circ}C$ in toluene for 3${\sim}$7.5 hr over the Dean-Stark apparatus. The key intermediates in these preparations are ${\beta}$-ketoesters 2a-h, which can be readily obtained from the corresponding anilines 1a-e by reaction with ethyl bezoylacetates.

Very Efficient and Rapid Catalyst-free One-pot Three Component Synthesis of 2,5-Dihydro-5-imino-2-methylfuran-3,4-dicarboxylate Derivatives Under Ultrasound Irradiation

  • Rouhani, Morteza;Ramazani, Ali;Joo, Sang Woo;Hanifehpour, Younes
    • Bulletin of the Korean Chemical Society
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    • v.33 no.12
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    • pp.4127-4130
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    • 2012
  • We report a fast, efficient, and facile route for the synthesis of 2,5-dihydro-5-imino-2-methylfuran-3,4-dicarboxylate derivatives from the isocyanide, dialkyl acetylenedicarboxylate and acetic anhydride under ultrasound-assisted conditions. Utilization of easy reaction conditions, very high to excellent yields, and short reaction times makes this manipulation potentially very useful.

A Novel Route to New Bis(benzopyrano) Fused Dihydropyridines Using Dry Media

  • Kidwai, Mazaahir;Rastogi, Shweta;Mohan, Richa
    • Bulletin of the Korean Chemical Society
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    • v.25 no.1
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    • pp.119-121
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    • 2004
  • A new and efficient synthesis of the novel bioactive bis(benzopyrano) fused dihydropyridines is described. The conventionally developed route is a two step multicomponent condensation reaction. This is latter modified by a one pot microwave (MW) assisted reaction using inorganic solid support via the arylidene derivative intermediate. With this environmentally benign approach, the reaction time is brought down from hours to minutes along with a yield enhancement. Furthermore, the role of different solid supports is studied and it is concluded that the acidic alumina is the best solid support for the present investigation.

Convenient One-Pot Synthesis of Sulfonamides from Thiols and Disulfides Using 1,3-Dichloro-5,5-dimethylhydantoin (DCH)

  • Veisi, Hojat
    • Bulletin of the Korean Chemical Society
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    • v.33 no.2
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    • pp.383-386
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    • 2012
  • A convenient synthesis of sulfonamides from thiols and disulfides is described. In situ preparation of sulfonyl chlorides from thiols is accomplished by oxidation with 1,3-dichloro-5,5-dimethylhydantoin (DCH) under Nbenzyl-trimethylammonium chloride and water. The sulfonyl chlorides are then further allowed to react with excess amine in the same reaction vessel.

A Novel One-Pot Synthesis of Quinoxaline Derivatives in Fluorinated Alcohols

  • Khaksar, Samad;Rostamnezhad, Fariba
    • Bulletin of the Korean Chemical Society
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    • v.33 no.8
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    • pp.2581-2584
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    • 2012
  • Hexafluoroisopropanol (HFIP) is explored as an effective medium for the synthesis of quinoxaline derivatives in high yields at room temperature. The solvent (HFIP) can be readily separated from reaction products and recovered in excellent purity for direct reuse.

A Facile One-Pot Operations of Reduction and Allylation of Nitrobenzaldehydes Mediated by Indium and Their Applications

  • Cho, Yong-Seo;Kang, Kyung-Ho;Cha, Joo-Hwan;Choi, Kyung-Il;Pae, Ae-Nim;Koh, Hun-Yeong;Chang, Moon-Ho
    • Bulletin of the Korean Chemical Society
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    • v.23 no.9
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    • pp.1285-1290
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    • 2002
  • Various nitrobenzaldehydes were simultaneously allylated and reduced using indium in the presence of HCl in aqueous media to give compounds having both functionality of homoallylic alcohol and aromatic amine. Sequential protection of the amino gro up and oxidation of the anilinyl homoallylic alcohol provided useful precursors of heterocyclic compounds such as dihydroindolones and dihydroquinolones, which could be efficiently synthesized through intramolecular cyclization reaction.

A Regiospecific One-Pot, Three Component Synthesis of 4-Aryl-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-diones as New Potential Monoamine Oxidase Inhibitors

  • Khalafy, Jabbar;Rimaz, Mehdi;Panahi, Leila;Rabiei, Hossein
    • Bulletin of the Korean Chemical Society
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    • v.32 no.7
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    • pp.2428-2432
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    • 2011
  • A series of new 4-aryl-6,8-dimethylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-diones have been synthesized via three component reaction of 1,3-dimethylbarbituric acid with arylglyoxals in the presence of hydrazinium dihydrochloride in ethanol. All of these derivatives may act as potential monoamine oxidase inhibitors.

A Facile Synthesis of N,N'-Disubstituted Ureas from Amide and Amine by Using N-Bromophthalimide (NBP) and Silvercetate in One Pot

  • Park, Min-Soo;Choi, Chang-Uk
    • Archives of Pharmacal Research
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    • v.17 no.1
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    • pp.39-41
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    • 1994
  • Various N,N'-disubstituted ureas 5 were easily prepared from the corresponding primary amide 1 by tratment with N-Bromophthalimide $(NBP)-AgOAc-RNH$_{2}$ 4 in dry N,N-dimrthylformamide (DMF). This reaction envolved the intemediate formation of isocyanate 3 from amide 1 via Hofmann rearrangement by treatment with AgOAc and NBP and nucleophilic addition of amine 4 to this isocyante 3. This method is simple enough to be applied to the synthesis of various N,N'-disubstututed ureas scale conviently.

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