• 제목/요약/키워드: 2-Pyridones

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A General Strategy for the Synthesis of Amino-Substituted 2-Pyridones Using a Palladium-Catalyzed Amination Reaction

  • Kim, Young-Ha;Kim, Yeong-Joon;Chang, Sung-Youn;Kim, Bum-Tae;Heo, Jung-Nyoung
    • Bulletin of the Korean Chemical Society
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    • 제28권5호
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    • pp.777-782
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    • 2007
  • A novel library of amino-substituted 2-pyridones has been constructed through a two-step sequence of microwave-promoted Buchwald-Hartwig amination of 2-benzyloxy halopyridines followed by debenzylation. Microwave-promoted amination of 3- or 4-halopyridine in the presence of a suitable palladium catalyst and ligand system provided amino-substituted 2-benzyloxypyridines in excellent yields. Then, debenzylation of 2- benzyloxypyridines afforded the corresponding 2-pyridones with high efficiency.

AM1 Studies on the Gas-Phase Pyrolysis of Iminoethers, 2-Alkoxypyridines, 2-N-Alkylated Pyridones and N-Alkylated Acetamides

  • Bon-Su Lee;Chang Kon Kim;Ikchoon Lee
    • Bulletin of the Korean Chemical Society
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    • 제12권5호
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    • pp.560-564
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    • 1991
  • The gas-phase pyrolysis reactions of iminoethers (Ⅱ), 2-alkoxypyridines (Ⅲ), 2-N-alkylated pyridones (Ⅳ) and N-alkylated acetamides (Ⅴ) have been studied MO theoretically with the AM1 method. The decomposition of these compounds proceeds by a concerted retro-ene process through a six-membered cyclic transition state. The reactivity decreases in the order (Ⅱ) > (Ⅲ) > (Ⅳ) > (Ⅴ), with a greater reactivity for the imine series, (Ⅱ) and (Ⅲ), compared to the amide series, (Ⅳ) and (Ⅴ), and a difference in basicity between the N and O atoms. Within a given series, however, the reactivity is dictated mainly by the aromaticity in the transition state. The reactivity order with respect to side alkyl chain of a species was found to increase as the steric crowding effect increases. The AM1 reactivity in this work agree well with the experimental results.

Synthesis of 2-Substituted 4H-Thieno[2,3-b][1]benzothiopyran-4-ones as Potential Chemotherapeutic Agents

  • El-Subbagh, H.I.;Yousif, M.Y.;El-Eman, A.A.;El-Kerdawy, M.M.
    • Archives of Pharmacal Research
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    • 제12권2호
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    • pp.135-137
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    • 1989
  • A convenient route is reported for the synthesis of certain series of 4H-thieno[2,3-b][1]benzothiopyran-4-ones, carrying various substituents at position 2 such as arylazomethines (7,8), thiazolidin-4-ones (9-13), ${\alpha},\;{\beta}-unsaturated$ ketones (16,17), 2-pyridones (19-23), tetrahydrothiophen-4-ones (24,28), and nitroalkenes (29,30), as potential schistosomicidal or antihistaminic agents.

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