2,4-dimethyl-3-prop-2-enyl-2H-furan-5-one | 1201651-49-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 2,4-dimethyl-3-prop-2-enyl-2H-furan-5-one
• CAS: 1201651-49-1
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: KAPMFKPKMYQHMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 tris-(dibenzylideneacetone)dipalladium(0) 、 AgOTf 、 三苯基膦氯金 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以68%的产率得到2,4-dimethyl-3-prop-2-enyl-2H-furan-5-one
  参考文献：
  名称：

  Catalyzed Catalysis Using Carbophilic Lewis Acidic Gold and Lewis Basic Palladium: Synthesis of Substituted Butenolides and Isocoumarins

  摘要：

  A new strategy for gold and palladium dual-catalytic reactivity and turnover, called catalyzed catalysis, enhanced the synthetic usefulness of vinylgold intermediates by providing dual-catalytic carbon-carbon cross-coupling as an alternative to protodemetalation. This protocol enabled the synthesis of substituted butenolides and isocoumarins from ally[ esters. Kinetic and spectroscopic experiments support a mechanism in which the Lewis acidic gold complex catalyzes both an initial rearrangement step and a subsequent Lewis basic palladium oxidative-addition step.

  DOI：

  10.1021/ja9068497

文献信息

• Catalyzed Catalysis Using Carbophilic Lewis Acidic Gold and Lewis Basic Palladium: Synthesis of Substituted Butenolides and Isocoumarins
  作者：Yili Shi、Katrina E. Roth、Stephen D. Ramgren、Suzanne A. Blum

  DOI：10.1021/ja9068497

  日期：2009.12.23

  A new strategy for gold and palladium dual-catalytic reactivity and turnover, called catalyzed catalysis, enhanced the synthetic usefulness of vinylgold intermediates by providing dual-catalytic carbon-carbon cross-coupling as an alternative to protodemetalation. This protocol enabled the synthesis of substituted butenolides and isocoumarins from ally[ esters. Kinetic and spectroscopic experiments support a mechanism in which the Lewis acidic gold complex catalyzes both an initial rearrangement step and a subsequent Lewis basic palladium oxidative-addition step.