2(3H)-Furanone, 5-(2,5-dimethylphenyl)-

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2(3H)-Furanone, 5-(2,5-dimethylphenyl)-
• 英文别名: 5-(2,5-dimethylphenyl)-3H-furan-2-one
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: DOXYPAMYEMJHJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-羟基查耳酮 、 2(3H)-Furanone, 5-(2,5-dimethylphenyl)- 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以45%的产率得到2-[2-(2,5-dimethylphenyl)-6-phenyl-4H-furo[2,3-b]pyran-4-yl]phenol
  参考文献：
  名称：

  摘要：

  The Michael condensation in the series of 5-aryl-3H-furan-2-ones with chalcones containing electron-donating substituents was studied. In the case of alpha,beta-unsaturated ketones containing an electron-donating substituent, the reaction does not stop at the stage of formation of 1,5-dicarbonyl compounds but is accompanied by intramolecular cycloclehydration yielding a new series of furo[2,3-b]-4H-pyrans. A mechanism of formation of these products was suggested. The structure of reaction products was proved by IR and H-1 NMR spectroscopy.

  DOI：

  10.1023/a:1025625511411

文献信息

• Highly enantioselective direct vinylogous Michael addition of γ-substituted deconjugated butenolides to maleimides catalyzed by chiral squaramides
  作者：Yun-Long Guo、Li-Na Jia、Lin Peng、Liang-Wen Qi、Jing Zhou、Fang Tian、Xiao-Ying Xu、Li-Xin Wang

  DOI：10.1039/c3ra43344g

  日期：——

  Highly enantioselective direct vinylogous Michael reactions of γ-aryl-substituted deconjugated butenolides with maleimides, catalyzed by only 1 mol% bifunctional squaramides derived from cinchona alkaloids, were achieved with excellent yields (up to 96%) and enantioselectivities (up to 97% ee). This protocol features a very low catalyst loading, mild reaction conditions and provides a potential and

  γ-芳基取代的共轭丁烯内酯与马来酰亚胺的高度对映选择性直接乙烯基键Michael反应，仅由1摩尔％的金鸡纳生物碱衍生的双官能方酰胺催化，收率优异（高达96％）和对映选择性（高达97％ee） 。该方案具有极低的催化剂负载量，温和的反应条件，并为构建具有相邻的季和叔立体中心的旋光手性丁烯内酯提供了一种潜在而有效的方法。
• ——
  作者：A. Yu. Egorova、Z. Yu. Timofeeva

  DOI：10.1023/a:1025625511411

  日期：——

  The Michael condensation in the series of 5-aryl-3H-furan-2-ones with chalcones containing electron-donating substituents was studied. In the case of alpha,beta-unsaturated ketones containing an electron-donating substituent, the reaction does not stop at the stage of formation of 1,5-dicarbonyl compounds but is accompanied by intramolecular cycloclehydration yielding a new series of furo[2,3-b]-4H-pyrans. A mechanism of formation of these products was suggested. The structure of reaction products was proved by IR and H-1 NMR spectroscopy.