2-[3,4,4-trimethyl-2-(4-methylphenyl)methyl-2-cyclopenten-1-yl]-1-phenylethanone | 1034768-67-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[3,4,4-trimethyl-2-(4-methylphenyl)methyl-2-cyclopenten-1-yl]-1-phenylethanone
• 英文别名: 1-Phenyl-2-[3,4,4-trimethyl-2-[(4-methylphenyl)methyl]cyclopent-2-en-1-yl]ethanone
• CAS: 1034768-67-6
• 化学式: C₂₄H₂₈O
• 分子量: 332.486
• InChiKey: JNXBJGOCKHQWCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5,5,6-trimethyl-1-phenyl-2,6,7-octatrienone 、 4-甲苯硼酸 在 四(三苯基膦)钯 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以61%的产率得到2-[3,4,4-trimethyl-2-(4-methylphenyl)methyl-2-cyclopenten-1-yl]-1-phenylethanone
  参考文献：
  名称：

  A New Five-Membered Ring Forming Process Based on Palladium(0)-Catalyzed Arylative Cyclization of Allenyl Enones

  摘要：

  A palladium(0)/monophosphine catalyst promotes a novel arylative cyclization reaction of C1-, C2-, and C3-tethered allenyl enones with arylboronic acids to produce five-membered ring containing products. The regioselectivity of the process, associated with aryl group introduction into the allene moiety, depends on the length of the tether. This finding suggests that the cyclization reaction does not proceed through a carbopalladation pathway but rather via a route involving palladacycle-forming or "anti-Wacker"-type oxidative addition to the Pd-0 catalyst.

  DOI：

  10.1021/ol800509z