1-phenyl-4-methyl-cyclopent-3-enone | 100340-35-0

• 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: 1-phenyl-4-methyl-cyclopent-3-enone
• 英文别名: 2-methyl-4-phenyl-cyclopent-2-enone；2-Methyl-4-henyl-cyclopent-2-enon；2-Methyl-4-phenylcyclopent-2-en-1-one
• CAS: 100340-35-0
• 化学式: C₁₂H₁₂O
• 分子量: 172.227
• InChiKey: VDIQMUITJDCQSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 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：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-苯基-1-乙烯基环丁醇 在 二(氰基苯)二氯化钯 、 对苯醌 作用下， 以 四氢呋喃 为溶剂， 以20%的产率得到1-phenyl-4-methyl-cyclopent-3-enone
  参考文献：
  名称：

  A palladium-catalyzed rearrangement of 1-vinyl-1-cyclobutanols

  摘要：

  DOI：

  10.1016/s0040-4039(00)98821-x

文献信息

• Ionic Hydrogenation of Oxyallyl Intermediates: The Reductive Nazarov Cyclization
  作者：Sören Giese、F.G. West

  DOI：10.1016/s0040-4020(00)00866-8

  日期：2000.12

  Cyclization of tri- and tetrasubstituted dienones 1 under Lewis acidic conditions in the presence of triethylsilane led to formation of either silyl enol ethers 6 or cyclopentanones 7 in good to excellent yields, depending on work-up conditions. The proposed mechanism involves initial Nazarov cyclization to give oxyallyl intermediates 5, which are intercepted via intermolecular transfer of hydride. The reactions proceeded cleanly with as little as 2 equiv. of silane and in most cases catalytic amounts of Lewis acid could be used. Trapping with Et3SiD occurs at the less substituted terminus in unsymmetrical cases. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Voitila, Annales Academiae Scientiarum Fennicae, Series A, 1937, vol. 49, # 1, p. 106
  作者：Voitila

  DOI：——

  日期：——