1-Benzyl-3,3-bis(prop-2-enyl)quinoline-2,4-dione | 1115195-55-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-Benzyl-3,3-bis(prop-2-enyl)quinoline-2,4-dione
• 英文别名: 1-benzyl-3,3-bis(prop-2-enyl)quinoline-2,4-dione
• CAS: 1115195-55-5
• 化学式: C₂₂H₂₁NO₂
• 分子量: 331.414
• InChiKey: UKVVZQRJZIIQMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Benzyl-3,3-bis(prop-2-enyl)quinoline-2,4-dione 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到
  参考文献：
  名称：

  Synthesis of spiro-pyridones and spiro-quinolones by sequential palladium on carbon-catalyzed allylation and ring closing metathesis reactions

  摘要：

  A rapid and efficient strategy for the preparation of spiro-pyridones and spiro-quinolones using sequential Pd(0)/C-catalyzed allylation and ring closing metathesis reactions is described. The developed protocol features a fully regioselective allylation at C3 taking advantage of the unusual reactivity of Pd(0)/C catalyst. Application of the present methodology in nucleoside chemistry has also been investigated. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.026
• 作为产物：
  描述：

  1-苄基-4-羟基喹啉-2-酮 、 乙酸烯丙酯 在 1% Pd/C 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以78%的产率得到1-Benzyl-3,3-bis(prop-2-enyl)quinoline-2,4-dione
  参考文献：
  名称：

  Synthesis of spiro-pyridones and spiro-quinolones by sequential palladium on carbon-catalyzed allylation and ring closing metathesis reactions

  摘要：

  A rapid and efficient strategy for the preparation of spiro-pyridones and spiro-quinolones using sequential Pd(0)/C-catalyzed allylation and ring closing metathesis reactions is described. The developed protocol features a fully regioselective allylation at C3 taking advantage of the unusual reactivity of Pd(0)/C catalyst. Application of the present methodology in nucleoside chemistry has also been investigated. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.026

文献信息

• Synthesis of spiro-pyridones and spiro-quinolones by sequential palladium on carbon-catalyzed allylation and ring closing metathesis reactions
  作者：Laura Kersten、Rachel H. Taylor、François-Xavier Felpin

  DOI：10.1016/j.tetlet.2008.11.026

  日期：2009.2

  A rapid and efficient strategy for the preparation of spiro-pyridones and spiro-quinolones using sequential Pd(0)/C-catalyzed allylation and ring closing metathesis reactions is described. The developed protocol features a fully regioselective allylation at C3 taking advantage of the unusual reactivity of Pd(0)/C catalyst. Application of the present methodology in nucleoside chemistry has also been investigated. (c) 2008 Elsevier Ltd. All rights reserved.