ethyl 2,5-dimethyl-6-pentyl-4-phenyl-4H-pyran-3-carboxylate | 1111192-38-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: ethyl 2,5-dimethyl-6-pentyl-4-phenyl-4H-pyran-3-carboxylate
• CAS: 1111192-38-1
• 化学式: C₂₁H₂₈O₃
• 分子量: 328.452
• InChiKey: VRYVVDWSOYZJOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-辛炔 、 2-苯亚甲基乙酰乙酸乙酯 在 bis(1,5-cyclooctadiene)nickel (0) 、 三甲基膦 作用下， 以 甲苯 为溶剂， 生成 ethyl 2,5-dimethyl-6-pentyl-4-phenyl-4H-pyran-3-carboxylate 、 ethyl 2,6-dimethyl-5-pentyl-4-phenyl-4H-pyran-3-carboxylate
  参考文献：
  名称：

  Nickel-Catalyzed [4 + 2] Cycloaddition of Enones with Alkynes

  摘要：

  A nickel-catalyzed [4 + 2] cycloaddition reaction has been developed where enones react with alkynes to afford polysubstituted pyrans. A mechanistic rationale is proposed, implying oxa-nickela cycle formation by oxidative cyclization of nickel to enone, followed by alkyne insertion.

  DOI：

  10.1021/ja807952r

文献信息

• Nickel-Catalyzed [4 + 2] Cycloaddition of Enones with Alkynes
  作者：Ichiro Koyama、Takuya Kurahashi、Seijiro Matsubara

  DOI：10.1021/ja807952r

  日期：2009.2.4

  A nickel-catalyzed [4 + 2] cycloaddition reaction has been developed where enones react with alkynes to afford polysubstituted pyrans. A mechanistic rationale is proposed, implying oxa-nickela cycle formation by oxidative cyclization of nickel to enone, followed by alkyne insertion.