• Title/Summary/Keyword: One-pot reaction

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Stereoselective Transformation of Phytosphingosine to Safingol

  • Kim, Na-Ri;Lee, Sun-Hee;Namgoong, Sung-Keon
    • Bulletin of the Korean Chemical Society
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    • v.30 no.3
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    • pp.695-699
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    • 2009
  • A short and efficient synthesis of (2S,3S)-safingol from commercially available D-ribo-(2S,3S,4R)-phytosphingosine is described. The highlights of the synthesis are a stereoselective one-pot transformation of a diol into an epoxide under phase transfer catalytic conditions and a regioselective epoxide-opening reduction with a hydride reagent.

Syntheses and Characterizations of Lactam Cyclophanes. Attempted Synthesis of a Lactam Catenane Using Hydrogen Bonds

  • 주경미;임혜재;백경수
    • Bulletin of the Korean Chemical Society
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    • v.16 no.11
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    • pp.1079-1084
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    • 1995
  • New cyclophanes having multilactam linkages were synthesized and characterized. One-pot coupling reaction of 2,6-pyridinedicarbonyl dichloride and a diamine gave a tetralactam, a hexalactam, and a octalactam in good yields. The TLC behaviour, the molecular symmetry shown by 1H NMR spectrum, and the fragmentation patterns shown by FAB mass spectrum of the octalactam support its monocyclic structure.

Stereoselective Total Synthesis of (-)-Cytoxazone

  • Kim, Ji-Duck;Hoon, Jung-Young
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.179.2-179.2
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    • 2003
  • We have developed the novel one-pot synthetic method for regioselective and stereoselective N-protected amines through the reaction of various ethers with chlorosulfonyl isocyanate (CSI). Also, we found a novel technique to compare directly the stability of carbocations in the solution phase and established the stability order of the various carbocations. And we reported the cleavage of benzyl and p-methoxybenzyl protecting groups of alcohols and phenols in the presence of other functional groups using CSI. (omitted)

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Synthesis of Imidazo[1,2-a]pyridines and Pyrido[1,2-a]pyrimidines in Water and their SNAr Cyclizations

  • Chanu, Langpoklakpam Gellina;Singh, Thokchom Prasanta;Jang, Yong Ju;Yoon, Yong-Jin;Singh, Okram Mukherjee;Lee, Sang-Gyeong
    • Bulletin of the Korean Chemical Society
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    • v.35 no.4
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    • pp.994-1000
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    • 2014
  • Synthesis of tetrahydroimidazo[1,2-a]pyridines and tetrahydropyrido[1,2-a] pyrimidines by a one-pot and three component reaction of ${\alpha}$-oxoketenedithioacetals, diamines and DMAD in water has been described. Different routes for accessing the desired compounds were examined and a few specially designed-substrates have been utilized further to afford the new imidazo and pyrido fused [1,8] naphthyridine tetracyclic compound by $S_NAr$ intramolecular cyclization.

Dense Polycrystalline SiC Fiber Derived from Aluminum-doped Polycarbosilane by One-Pot Synthesis (One-Pot 합성공정으로 만든 Aluminum이 doping된 폴리카보실란으로부터 제조된 치밀한 결정화 탄화규소 섬유)

  • Shin, Dong-Geun;Kong, Eun-Bae;Riu, Doh-Hyung;Kim, Young-Hee;Park, Hong-Sik;Kim, Hyoun-Ee
    • Journal of the Korean Ceramic Society
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    • v.44 no.7
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    • pp.393-402
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    • 2007
  • Polyaluminocarbosilane was synthesized by direct reaction of polydimethylsilane with aluminum(III)-acetylacetonate in the presence of zeolite catalyst. A fraction of higher molecular weight polycarbosilane was formed due to the binding of aluminium acetylacetonate radicals with the polycarbosilane backbone. Small amount of Si-O-Si bond was observed in the as-prepared polyaluminocarbosilane as the result. Polyaluminocarbosilane fiber was obtained through a melt spinning and was pyrolyzed and sintered into SiC fiber from $1200{\sim}2000^{\circ}C$ under a controlled atmosphere. The nucleation and growth of ${\beta}-SiC$ grains between $1400{\sim}1600^{\circ}C$ are accompanied with nano pores formation and residual carbon generation. Above $1800^{\circ}C$, SiC fiber could be sintered to give a fully crystallized ${\beta}-SiC$ with some ${\alpha}-SiC$.

Acid-Base Bifunctional Metal-Organic Frameworks: Green Synthesis and Application in One-Pot Glucose to 5-HMF Conversion

  • Zhang, Yunlei;Jin, Pei;Meng, Minjia;Gao, Lin;Liu, Meng;Yan, Yongsheng
    • Nano
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    • v.13 no.11
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    • pp.1850132.1-1850132.14
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    • 2018
  • The direct synthesis of metal-organic frameworks (MOFs) with acidic and basic active sites is challenging due to the introduction of functional groups by post-functionalization method often jeopardize the framework integrity. Herein, we report the direct synthesis of acid-base bifunctional MOFs with tuning acid-base strength. Employing modulated hydrothermal (MHT) approach, microporous MOFs named $UiO-66-NH_2$ was prepared. Through the ring-opening reaction of 1,3-propanesultone with amino group, $UiO-66-NH_2-SO_3H-type$ catalysts can be obtained. The synthesized catalysts were well characterized and their catalytic performances were evaluated in one-pot glucose to 5-HMF conversion. Results revealed the acid-base bi-functional catalyst possessed high activity and excellent stability. This work provides a general and economically viable approach for the large-scale synthesis of acid-base bi-functional MOFs for their potential use in catalysis field.

One-pot Four Component Reaction of Unsymmetrical 1-Methylbarbituric Acid with BrCN and Various Aldehydes in the Presence of Et3N and/or Pyridine

  • Jalilzadeh, Mohammad;Pesyan, Nader Noroozi
    • Journal of the Korean Chemical Society
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    • v.55 no.6
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    • pp.940-951
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    • 2011
  • Reaction of 1-methylpyrimidine-(1H,3H,5H)-2,4,6-trione (1-MBA 1) as an unsymmetrical barbituric acid with cyanogen bromide and various aldehydes in the presence of triethylamine and/or pyridine afforded diastereomeric mixtures of new class of heterocyclic stable 5-aryl-1,1'-dimethyl- and 5-aryl-3,1'-dimethyl-1H,1'H-spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]2,2',4,4',6'(3H,3'H,5H)-pentaones which are dimeric forms of 1-methyl barbiturate at the range of $0^{\circ}C$ to room temperature. In the reaction of some aldehydes with 1-MBA and BrCN were afforded a mixture of diastereomers. Another two aldehydes such as 4-cyano- and 2-hydroxybenzaldehydes gave exclusively two diastereomers in which binded to the salt of triethylammonium hydrobromide by intermolecular H-bond in ratio of 1:1. 4-Hydroxybenzaldehyde and 2-pyridinecarbaldehyde gave exclusively one diastereomer under the same condition. Aldehydes possessing strong electron-donor were produced exclusively two geometric isomers of Knoevenagel adduct (E- and Z-isomers). The structures of compounds were deduced by $^1H$ NMR, $^{13}C$ NMR and FT-IR spectroscopy. Mechanism of the formation is discussed.

Synthesis of UV-Curable PDMS-Modified Urethane Acrylate Oligomer and Physical Properties of the Cured Film (광경화형 PDMS 변성 우레탄 아크릴레이트 올리고머 합성과 경화필름 물성에 관한 연구)

  • Yeo, Jun-Seok;Hwang, Seok-Ho
    • Elastomers and Composites
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    • v.48 no.4
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    • pp.249-255
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    • 2013
  • Hydroxypropyl terminated PDMS was synthesized by the hydrosilylation reaction with allyl alcohol in the presence of Karstedt's catalyst. And them, an one-pot reaction with HDI isocyanurate trimer and hydroxyethyl methacrylate was conducted to give a silicone-modified urethane acrylate oligomer (PUA oligomer) having 9000 g/mol, weight average molecular weight. The synthesized PUA oligomer was characterized by using FT-IR and GPC. The UV-curable coatings were prepared by PUA oligomer blending with a reactive monomer (phenylthioethyl acrylate) under the different mole ratios. It was found that the refractive index of cured film increased when the reactive monomer was added but there was no relationship between the refractive index and amount of reactive monomer. Also, their transmittance for cured films was not change as increasing the content of reactive monomer.

Efficient One-Pot Three-Component Synthesis of Monomethine Cyanine Dyes with Quinoline Nucleus and Their Spectral Properties

  • Fu, Y.L.;Zhang, B.R.;Wang, S.;Gao, X.X.;Wang, L.Y.
    • Bulletin of the Korean Chemical Society
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    • v.34 no.2
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    • pp.489-494
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    • 2013
  • An improved method for the preparation of monomethine cyanine dyes with quinoline nucleus by one-pot three-component using 1-methyl-2-quinolinethione, quaternized 2- or 4-methylheterocyclic compounds and methyl p-toluenesulfonate as starting materials was described. Compared with the traditional methods, the new synthetic method reduced the reaction steps, shortened the reaction time, avoided the separation and purification of the intermediate and reduced cost. The dyes absorbed in the region 478.0-563.0 nm and had molar extinction coefficients of $1.3{\times}10^4-9.4 {\times}10^4L\;mol^{-1}\;cm^{-1}$. Their fluorescence maxima and Stokes shifts were in the range of 525.2-594.4 nm and 16.2-80.6 nm in different solvents, respectively. From the spectral properties of the dyes in different solvents, it could be found that the ${\lambda}_{max}$ of the dyes were shorter in protonic solvents, and showed hypsochromic shifts with the increase of polarity of the solvents.

One-pot, Three-component Synthesis of Fully Substituted 1,3,4-Oxadiazole Derivatives from (N-Isocyanoimino)triphenylphosphorane, Aromatic Carboxylic acids and (1R)-(-)-Campherchinon

  • Ramazani, Ali;Nasrabadi, Fatemeh Zeinali;Abdian, Behnaz;Rouhani, Morteza
    • Bulletin of the Korean Chemical Society
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    • v.33 no.2
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    • pp.453-458
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    • 2012
  • Reactions of (N-isocyanimino)triphenylphosphorane with (1R)-(-)-campherchinon in the presence of aromatic carboxylic acids proceed smoothly at room temperature and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in high yields. The reaction proceeds smoothly and cleanly under mild conditions and no side reactions were observed.