4-acetyl-3-benzylidene-5-methyl-2-phenyl-2,3-dihydrofuran | 249750-87-6

• 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: 4-acetyl-3-benzylidene-5-methyl-2-phenyl-2,3-dihydrofuran
• 英文别名: 1-(4-benzylidene-2-methyl-5-phenylfuran-3-yl)ethanone
• CAS: 249750-87-6
• 化学式: C₂₀H₁₈O₂
• 分子量: 290.362
• InChiKey: AIXNTGKSZUQHJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-acetyl-3-benzylidene-5-methyl-2-phenyl-2,3-dihydrofuran 以 氘代氯仿 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  A New Platinum Complex Catalyzed Reaction Involving Nucleophilic Substitution at the Central Carbon Atom of the π-Allyl Ligand

  摘要：

  The reaction of 2-chloro-allyl acetate with sodium ethyl acetoacetate in the presence of a platinum(O) complex gave furan derivatives. The key feature of this-new platinum-catalyzed reaction is the nucleophilic substitution at the central carbon atom of pi-allyl complexes. The regioselectivity of the nucleophilic attacks (central or terminal) is dependent on the pK(a) of the nucleophile. In addition, a labeling experiment revealed that a rapid syn-anti isomerization of the (pi-allyl) platinum complexes occurs.

  DOI：

  10.1021/jo990845x
• 作为产物：
  描述：

  (Z)-2-chloro-3-phenyl-2-propenal 在 乙烯双(三苯基磷)铂 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 8.0h， 生成 4-acetyl-3-benzylidene-5-methyl-2-phenyl-2,3-dihydrofuran
  参考文献：
  名称：

  A New Platinum Complex Catalyzed Reaction Involving Nucleophilic Substitution at the Central Carbon Atom of the π-Allyl Ligand

  摘要：

  The reaction of 2-chloro-allyl acetate with sodium ethyl acetoacetate in the presence of a platinum(O) complex gave furan derivatives. The key feature of this-new platinum-catalyzed reaction is the nucleophilic substitution at the central carbon atom of pi-allyl complexes. The regioselectivity of the nucleophilic attacks (central or terminal) is dependent on the pK(a) of the nucleophile. In addition, a labeling experiment revealed that a rapid syn-anti isomerization of the (pi-allyl) platinum complexes occurs.

  DOI：

  10.1021/jo990845x