• Title/Summary/Keyword: Tributylamine

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Palladium Catalyzed New Synthesis of Divinyl Ketones and Divinyl ${\alpha}$-Diketones (팔라듐 촉매를 이용한 디비닐케톤과 디비닐 ${\alpha}$-디케톤의 새로운 합성)

  • Jin Il Kim;Kwang Hyek Lee;Seung Jae Im
    • Journal of the Korean Chemical Society
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    • v.33 no.5
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    • pp.522-529
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    • 1989
  • Symmetrical divinyl ketones and divinyl ${\alpha}$-diketones were synthesized in moderately good yields through palladium catalyzed carbonylative homocoupling reaction of vinylic halides. Divinyl ${\alpha}$-diketones were obtained in the highest yield in the presence of 10 atm of carbon monoxide, using 2 mol% ligand added to palladium(II) acetate as catalyst and three equivalents of tributylamine as base in polar solvent at $100^{\circ}C$. Divinyl ketones were synthesized mainly under atmospheric pressure of carbon monoxide. The reaction was also proceeded to several other vinylic halides under the above reaction condition. Thus, divinyl ketones and divinyl ${\alpha}$-diketones were synthesized selectively as expected.

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Development of an Isolable Active Ester, Diethyl Thiophosphoryl [(Z)-(2-Aminothiazol-4-yl)-2-(Methoxyimino)acetate (DAMA) for the Synthesis of Cefotaxime

  • Yoon, Man-Young;Lee, Hee-Bong;Shin, Hyun-Ik
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.407-410
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    • 2011
  • An isolable activated ester, diethyl thiophosphoryl [(Z)-(2-aminothiazol-4-yl)-2-(methoxyimino)acetate (9a, DAMA) was prepared in high purity, which was at least stable for 7 d at $25^{\circ}C$ and 6 months at $5^{\circ}C$. Its reaction with 7-ACA (4) in the presence of tributylamine in i-PrOH provided cefotaxime (1) of high purity in good yield. Preparation of DAMA and its reaction with 7-ACA (4) to 1 was performed in one-pot manner, respectively with minimal unit operations of stirring and filtration.

Syntheses and Thermal Properties of 5,10-Disubstituted-2,3,7,8-tetracyano-5,10-dihydrodipyrazino [2,3-b:2′,3′-el pyrazines and Polymeric Porphyrazines Derived from 2,3-Dichloro-5,6-dicyanopyrazine

  • Jaung, Jae-yun;Kim, Sung-Dong
    • Fibers and Polymers
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    • v.1 no.2
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    • pp.71-75
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    • 2000
  • Intermolecular cyclization of 2-alkylamino-3-chloro-5,6-dicyanopyrazine 2 in the presence of tributylamine in N,N-dimethylformamide (DMF) gave 5,10-disubstituted-2,3,7,8-tetracyano -5,10-dihydrodipyrazino〔2,3-b:2',3'-e]pyrazines 3, which showed strong mesomorphic property and were anticipated as new chromophoric system for functional dye materials. Absorption spectra, fluorescent properties and other physical properties were correlated with their chemical structures. Vanadyl oligomeric porphyrazine with long alkyl groups synthesized from 3 had satisfactory solubility in tetrahydrofuran (THF), diethyl ether and dimethylsulfoxide (DMSO). The syntheses and characterization of vanadyl polymeric porphyrazines derived from 3 with long alkyl groups are reported.

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