• 제목/요약/키워드: Fluoro

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Regio- and Diastereoselective 1,3-Dipolar Cycloaddition between Perfluoro-2-methyl-2-pentene and Nitrones: A Facile Approach to Partially-Fluorinated Isoxazolidines

  • Moon, Mi-Eun;Park, Joo-Yeon;Jeong, Eun-Ha;Vajpayee, Vaishali;Kim, Hyun-Uk;Chi, Ki-Whan
    • Bulletin of the Korean Chemical Society
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    • 제31권6호
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    • pp.1515-1518
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    • 2010
  • Regio- and diastereoselective 1,3-dipolar cycloaddition reactions of nitrones {(Z)-${\alpha}$-phenyl-N-methylnitrone (1a) and (Z)-${\alpha}$-propyl-N-butylnitrone (1b)} with electron-deficient perfluoro-2-methyl-2-pentene (2) lead to novel isoxazolidines {5-fluoro-5-pentafluoroethyl-4,4-bis-trifluoromethyl-2-methyl-3-phenyl-isoxazolidine (3a) and 2-butyl-5-fluoro-5-pentafluoroethyl-4,4-bis-trifluoromethyl-3-propyl-isoxazolidines (3b) respectively} as major constituents. These derivatives were characterized by IR, $^1H$ and $^{19}F$ NMR, GC-MS and NOE measurements, and the absolute structure of 3a was confirmed by X-ray crystallography.

Selective Ring-opening Fluorination of Epoxide: An Efficient Synthesis of 2'-C-Fluoro-2'-C-methyl Carbocyclic Nucleosides

  • Liu, Lian-Jin;Kim, Si-Wouk;Lee, Won-Jae;Hong, Joon-Hee
    • Bulletin of the Korean Chemical Society
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    • 제30권12호
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    • pp.2989-2992
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    • 2009
  • An efficient synthetic route of novel 2′(${\alpha}$)-C-fluoro-2′(${\beta}$)-C-methyl carbocyclic nucleoside analogues is described. The key fluorinated intermediate 7 was prepared from the epoxide intermediate 5 via selective ring-opening of epoxide. Coupling of 7 with nucleosidic bases under the Mitsunobu reactions followed by deprotection afforded the target carbocyclic nucleoside analogues. The synthesized compounds were evaluated as inhibitors of the hepatitis C virus (HCV) in Huh-7 cell line in vitro.

Synthesis of PSSQs Siloxane Resin Polymer Using Monomolecular Fluoro Silane

  • Bae, Jae Young;Mun, Han Jun;Kim, Tae Ho;Park, Hyun Ho
    • Elastomers and Composites
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    • 제55권2호
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    • pp.103-107
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    • 2020
  • Herein, resin-formed polysilsesquioxanes (PSSQs) were synthesized using monomolecular fluoro silane as a precursor. The synthesized PSSQs exhibited anti-smudge performance and were used as coating liquid. Two structures were acquired by controlling the amount of the silane precursor and the K2CO3 catalyst; these materials were used to prepare the anti-smudge coating liquid solution. The synthesized product was analyzed by various methods such as nuclear magnetic resonance spectroscopy, X-ray diffraction analysis, gel permeation chromatography, and water contact angle measurement. The results confirmed that the as-synthesized PSSQs exhibited the ladder structure and had a molecular weight of 5,117 g/mol and water contact angle of 102.31°.

EFFECTS OF SUBSTRATE TEMPERATURE ON PROPERTIES OF FLUORINE CONTAINED SILICON OXIDE FILMS PREPARED BY MICROWAVE PLASMA- ENHANCED CVD

  • Sugimoto, Nobuhisa;Hozumi, Atsushi;Takai, Osamu
    • 한국표면공학회지
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    • 제29권5호
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    • pp.577-584
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    • 1996
  • Silicon oxide films with high hardness and water repellency were prepared by microwave plasma-enhanced CVD using four kind of organosilicon compound-fluoro-alkyl silane mixtures as source gases. An argon gas was used as a carrier gas for fluoro-alkyl silane. The substrate temperatures during deposition were controlled by resistant heating at a constant value between 50 and $300^{\circ}C$. The hardness of the films increased, but the deposition rate and the contact angle for a water drop decreased with increasing substrate temperature. The number of methoxy groups also affected the water repellency and hardness. The deposited films became more inorganic with increasing substrate temperature because of the thermal dissociation of reactants.

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Novel Synthetic Reactions Using 1-Fluoro-2, 4, 6-trinitrobenzene. An Efficient Direct Esterification Method

  • Kim Sunggak;Ahn Kyo Han;Yang Sungbong
    • Bulletin of the Korean Chemical Society
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    • 제3권2호
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    • pp.70-76
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    • 1982
  • Synthetic utility of 1-fluoro-2,4,6-trinitrobenzene (FTNB) as a condensing agent was investigated. The use of FTNB and DMAP was found to be very effective for direct esterification of carboxylic acids with alcohols or thiols. However, this system was not very effective for macrolactonization. Reaction of 2,4,6-trinitrophenyl esters with several nucleophiles was investigated briefly. Plausible reaction mechanisms of esterification are presented. It seems that the reaction proceeds via the intermediacy of 2,4,6-trinitrophenyl esters by initial formation of 2',4',6'-trinitrophenyl-4-dimethylaminopyridinium salt from which the trinitrophenyl group is transferred to the carboxylic acid.

4-Deoxy-Analogs of p-Nitrophenyl $\beta$-D-Galactopyranosides for Specificity Study with $\beta$-Galactosidase from Escherichia coli

  • 윤신숙;김형근;전근호;신정남
    • Bulletin of the Korean Chemical Society
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    • 제17권7호
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    • pp.599-604
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    • 1996
  • The synthesis is reported of p-nitrophenyl glycosides of D-galactose modified at C-4 with azido- (5), amino- (6) group and fluorine (13). 4-Azido-2,3,6-tri-O-benzoyl-4-deoxy-α-D-galactopyranosyl chloride and 2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-α-D-galactopyranosyl bromide were coupled with potassium p-nitrophenoxide in the presence of 18-crown-6 giving the corresponding p-nitrophenyl 4-azido-and 4-fluoro-4-deoxy-β-D-galactopyranoside derivatives. p-Nitrophenyl 4-amino-4-deoxy-β-D-galactopyranoside (6) was obtained by selective reduction of p-nitrophenyl 4-azido-4-deoxy-β-D-galactopyranoside (5) using 1,3-propane dithioltriethylamine. These galactoside analogs were slowly hydrolyzed in the increasing rate order of 5, 6 and 13 by β-galactosidase from Escherichia coli.