6-methyl-2,3-bis(3-methylphenyl)-1-indenone | 1232920-63-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 6-methyl-2,3-bis(3-methylphenyl)-1-indenone
• 英文别名: 6-Methyl-2,3-bis(3-methylphenyl)inden-1-one；6-methyl-2,3-bis(3-methylphenyl)inden-1-one
• CAS: 1232920-63-6
• 化学式: C₂₄H₂₀O
• 分子量: 324.422
• InChiKey: OLASLYZEWKTFNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 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-甲基苯甲醛 在 五羰基溴铼(I) 、 N-乙酰苯胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以89%的产率得到6-methyl-2,3-bis(3-methylphenyl)-1-indenone
  参考文献：
  名称：

  Rhenium-Catalyzed Synthesis of Indenones by Novel Dehydrative Trimerization of Aryl Aldehydes via C−H Bond Activation

  摘要：

  By heating aryl aldehydes with catalytic amounts of a rhenium complex, ReBr(CO)(5), and N-phenylacetamide in toluene, indenone derivatives are obtained in good to excellent yields. This reaction proceeds via (1) the formation of an isobenzofuran derivative by the insertion of an aldehyde into the C-H bond of another aldehyde (C-H bond activation) and successive intramolecular nucleophilic cyclization, (2) nucleophilic addition of the formed isobenzofuran derivative to the third aldehyde, (3) isomerization, and (4) intramolecular aldol condensation.

  DOI：

  10.1021/ol100947p

文献信息

• Rhenium-Catalyzed Synthesis of Indenones by Novel Dehydrative Trimerization of Aryl Aldehydes via C−H Bond Activation
  作者：Yoichiro Kuninobu、Takashi Matsuki、Kazuhiko Takai

  DOI：10.1021/ol100947p

  日期：2010.7.2

  By heating aryl aldehydes with catalytic amounts of a rhenium complex, ReBr(CO)(5), and N-phenylacetamide in toluene, indenone derivatives are obtained in good to excellent yields. This reaction proceeds via (1) the formation of an isobenzofuran derivative by the insertion of an aldehyde into the C-H bond of another aldehyde (C-H bond activation) and successive intramolecular nucleophilic cyclization, (2) nucleophilic addition of the formed isobenzofuran derivative to the third aldehyde, (3) isomerization, and (4) intramolecular aldol condensation.