• Title/Summary/Keyword: coupling reaction

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Synthesis of Novel Carbovir Analogue

  • Kim, Ai-hong;Hong, Joon-Hee
    • Bulletin of the Korean Chemical Society
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    • v.27 no.7
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    • pp.976-980
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    • 2006
  • The synthesis of 4'-phenyl and 1'-methyl doubly branched carbocyclic nucleoside was accomplished from 2-hydroxy acetophenone. The 4'-phenyl group was installed via a [3,3]-sigmatropic rearrangement reaction, and the carbonyl addition of methylmagnesium bromide was used to introduce the 1'-methyl group. Cyclization of divinyl 9 was performed using $2^{nd}$ generation Grubbs catalyst. The coupling of cyclopentenol 12$\alpha$ with 6-chloropurine by Mitsunobu reaction and desilylation was used to synthesize the target nucleoside 15.

Total Synthesis of (±)-Aspidospermidine Starting from 3-Ethyl-5-bromo-2-pyrone

  • Cho, Hyun-Kyu;Tam, Nguyen Thanh;Cho, Cheon-Gyu
    • Bulletin of the Korean Chemical Society
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    • v.31 no.11
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    • pp.3382-3384
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    • 2010
  • A new synthetic route to ($\pm$)-aspidospermidine was devised, starting from the cycloadduct of 3-ethyl-5-bromo-2-pyrone with vinyl sulfide through a tandem conjugate addition-alkylation sequence. The requisite 3-ethyl-5-bromo-2-pyrone was prepared via the C3-selective Pd-catalyzed coupling reaction with $Et_3Al$-dimethylaminoethanol complex.

Synthesis of Diaryl $\alpha$-Diketones via Palladium Catalyzed Double Carbonylative Homo Coupling of Aryl Iodides with Carbon Monoxide

  • Kim Jin Il;Kim Nam Jung;Ryu Cheol Mo
    • Bulletin of the Korean Chemical Society
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    • v.9 no.1
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    • pp.30-32
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    • 1988
  • Symmetrical diaryl ${\alpha}-diketones$ were synthesized in moderately good yields through the palladium catalyzed reaction of aryl iodides with carbon monoxide. The reaction was tolerant of a wide variety of fuctionalities($OCH_3,\;CH_3,\;NO_2,\;OH,\;COOH$) on the aryl iodide. On the other hand, the similar reaction of aryl bromides or chlorides with carbon monoxide did not proceed.

Palladium-Catalyzed Cross-Coupling Reaction of (E)-1-Alkenyl-1,3,2-benzo-dioxaboroles with Allylic Phenoxides. A Simple Route 1,4-Alkadienes from Alkynes via Hydroboration$^\dag$

  • Sasaya Fumihito;Norio Miyaura;Akira Suzuki
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.329-332
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    • 1987
  • The reaction of (E)-1-alkenyl-1,3,2-benzodioxaboroles with a variety of allylic phenoxides in the presence of a catalytic amount of Pd$(PPh_3)_4$ is described. The reaction affords a general and simple procedure for the preparation of 1,4-alkadienes from alkynes via hydroboration.

Preparation and Characterization of PEG/PLA Multiblock and Triblock Copolymer

  • Zhao, Hesong;Liu, Zhun;Park, Sang-Hyuk;Kim, Sang-Ho;Kim, Jung-Hyun;Piao, Longhai
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1638-1642
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    • 2012
  • A series of poly (lactic acid) (PLA) and poly (ethylene glycol) (PEG) tri and multiblock copolymers with relatively high molecular weights were synthesized through the coupling reaction between the bis(acyl chloride) of carboxylated PLA and mono or dihydroxy PEG. The coupling reaction and the copolymer structures were monitored by nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopy (FTIR) and gel permeation chromatography (GPC). The melting temperature (Tm) of PEG blocks decreased with the presence of PLA sequences attaching to PEG blocks. The CMC values were determined to be 10-145 mg/L depending on the length of PLA and PEG blocks and the structure of the block copolymers.

Fe(HSO4)3 as an Efficient Catalyst for Diazotization and Diazo Coupling Reactions

  • Rahimizadeh, Mohammad;Eshghi, Hossein;Shiri, Ali;Ghadamyari, Zohreh;Matin, Maryam M.;Oroojalian, Fatemeh;Pordeli, Parvaneh
    • Journal of the Korean Chemical Society
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    • v.56 no.6
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    • pp.716-719
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    • 2012
  • Diazo coupling reactions of aromatic amines with 2-naphthol in a green, efficient and easy procedure is described. Ferric hydrogensulfate catalyses this reaction in water at room temperature and short reaction time with high yields. The antibacterial activities of the synthesized compounds against four pathogenic bacteria are also investigated.

Evolution of reaction zones in reactive barriers consisting of calcite and glass beads

  • Jeong Gon, Kim;Gwang Man, Lee;Ik Hwan, Go
    • Proceedings of the Korean Society of Soil and Groundwater Environment Conference
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    • 2004.04a
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    • pp.19-22
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    • 2004
  • Two-dimensional modeling studies using TOUGHREACT were conducted to investigate the coupling between flow and transport developed as a consequence of differences in density, dissolution/ precipitation, and medium heterogeneity. The model includes equilibrium reactions for aqueous species, kinetic reactions between tile solid phases and aqueous constituents, and full coupling of porosity and permeability changes resulting from precipitation and dissolution reactions in porous media. Generally, the evolutions in the concentrations of the aqueous phase are intimately related to the reaction-front dynamics. Plugging of the medium contributed to significant transients in patterns of flow and mass transport.

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망간산화물을 이용한 TNT 환원부산물의 산화-공유결합 반응

  • 강기훈;임동민;신현상
    • Proceedings of the Korean Society of Soil and Groundwater Environment Conference
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    • 2004.04a
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    • pp.43-46
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    • 2004
  • Explosive chemicals have been major soil and groundwater contaminants especially in the nations with active military activities. Of these explosives, 2,4,6-trinitrotoluene (TNT) is the most refractory one due to its structural characteristics. Although its efficient reduction by Fe(0) is well-known, the reduction products - mainly aminotoluenes - still possess toxicities to terrestrial biota, and are resistant to biological degradation. In this study, therefore, abiotic transformation of TNT reduction products via oxidative-coupling reaction was evaluated using Mn oxide which is ubiquitous in natural soils. The transformation efficiency is increased with the number of amino groups. Considering the very efficient reduction rate of TNT by Fe(0), Mn oxide can be successfully used for the removal of TNT reduction products.

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Expeditious Synthesis of Natural Benzofuran, Eupomatenoid-6 by Umpolung of α-Aminophosphonates

  • Damodar, Kongara;Jun, Jong-Gab
    • Bulletin of the Korean Chemical Society
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    • v.35 no.12
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    • pp.3618-3622
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    • 2014
  • Simple and practical synthesis of natural benzofuran derivative eupomatenoid-6 via Horner-Emmons type condensation as the key step is described. The umpolung property of aldehyde derivative, ${\alpha}$-aminophosphonate was efficiently employed in this reaction. ${\alpha}$-Aminophosphonate of anisaldehyde subjected to Horner-Emmons type condensation with 5-bromo-2-methoxybenzaldehyde to yield the deoxybenzoin, which was further methylated and then underwent tandem demethylation-cyclodehydration to afford the benzofuran scaffold in excellent yield. Finally Suzuki coupling with propenyl boronic acid afforded eupomatenoid-6 with an overall yield of 56.8%.

Dehydropolycondensation of Aminophenols under the Catalytic Acition of Metallic Chelate Compounds (Ⅲ) Reactions of the Isomers, Reaction Mechanisms, and the Structures of the Oligomers (金屬킬레이트 化合物의 觸媒作用에 依한 Aminophenol 類의 酸化的 重縮合反應 (Ⅲ) 異性體의 反應, 反應機構 및 生成物의 構造)

  • Choi, Kyu-Suck
    • Journal of the Korean Chemical Society
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    • v.12 no.3
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    • pp.128-137
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    • 1968
  • In the oligomerization of p-aminophenol by the catalytic action of Fe-EDTA complex in the aqueous medium, the mixed complex intermediate, Fe-EDTA-M type, is considered to be formed, from which active radicals of the monomer are produced. In this system, polymerization is presumed to proceed as follows: Free radical formation ${\to}$ Coupling ${\to}$ Activation ${\to}$ Coupling, and so on. In this study, the form of the monomer and coordination state in the mixed complex, the catalytic action of Fe-EDTA the complex, the reaction mechanism, and the structure of the oligomers are discussed.

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