4-tert-butyl-2,3-diethylcyclopent-2-enone | 1332458-57-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-tert-butyl-2,3-diethylcyclopent-2-enone
• CAS: 1332458-57-7
• 化学式: C₁₃H₂₂O
• 分子量: 194.317
• InChiKey: WXQJLPOOXWATHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  3-己炔 、 phenyl (E)-4,4-dimethylpent-2-enoate 在 bis(1,5-cyclooctadiene)nickel (0) 、 锌 、 三环己基膦 作用下， 以 异丙醇 为溶剂， 反应 8.0h， 以57%的产率得到4-tert-butyl-2,3-diethylcyclopent-2-enone
  参考文献：
  名称：

  Nickel-Catalyzed Formation of Cyclopentenone Derivatives via the Unique Cycloaddition of α,β-Unsaturated Phenyl Esters with Alkynes

  摘要：

  Oxygen-containing organic compounds, such as ethers, carboxylates, and carbamates, have recently received increasing attention because of their newly discovered applications as electrophiles in cross-coupling reactions via transition metal-catalyzed C-O bond activation. However, no cycloaddition reaction involving their C-O bond activation has been demonstrated thus far. The present study developed a Ni(O)-catalyzed unique [3+2] cycloaddition reaction of alpha,beta-unsaturated phenyl esters with alkynes in (PrOH)-Pr-i to yield cydopentenone derivatives.

  DOI：

  10.1021/ja2059999