(E)-2-(4-(4-methoxybenzoyl)phenyl)-3-phenylacrylaldehyde | 1269913-66-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (E)-2-(4-(4-methoxybenzoyl)phenyl)-3-phenylacrylaldehyde
• 英文别名: (E)-2-[4-(4-methoxybenzoyl)phenyl]-3-phenylprop-2-enal
• CAS: 1269913-66-7
• 化学式: C₂₃H₁₈O₃
• 分子量: 342.394
• InChiKey: CBAKQTPZOYZGEA-QNGOZBTKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,4-二溴苯 在 chromium(VI) oxide 、 四(三苯基膦)钯 、 硫酸 、 叔丁基锂 、 caesium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 丙酮 、 正戊烷 为溶剂， 反应 2.17h， 生成 (E)-2-(4-(4-methoxybenzoyl)phenyl)-3-phenylacrylaldehyde
  参考文献：
  名称：

  One-pot preparation of hydroxylated potassium organotrifluoroborates and subsequent Jones oxidation to potassium organocarbonyltrifluoroborates

  摘要：

  Alcohol-containing potassium organotrifluoroborates as starting reagents were prepared from their corresponding dibromobenzenes through a sequential one-pot reaction. The oxidation reactions of these substrates, which were carried out using 3.0 equiv of 8 N Jones reagent in acetone at 0 degrees C, provided a high yield of the desired carbonyl-functionalized compounds. In addition, the cross-coupling reactions of these organocarbonyltrifluoroborates were successfully performed in the presence of 3 mol % of Pd (PPh3)(4) catalyst at 100 degrees C. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.049

文献信息

• One-pot preparation of hydroxylated potassium organotrifluoroborates and subsequent Jones oxidation to potassium organocarbonyltrifluoroborates
  作者：Dong-Su Kim、Krishnavenu Bolla、Seokjoon Lee、Jungyeob Ham

  DOI：10.1016/j.tet.2010.12.049

  日期：2011.2

  Alcohol-containing potassium organotrifluoroborates as starting reagents were prepared from their corresponding dibromobenzenes through a sequential one-pot reaction. The oxidation reactions of these substrates, which were carried out using 3.0 equiv of 8 N Jones reagent in acetone at 0 degrees C, provided a high yield of the desired carbonyl-functionalized compounds. In addition, the cross-coupling reactions of these organocarbonyltrifluoroborates were successfully performed in the presence of 3 mol % of Pd (PPh3)(4) catalyst at 100 degrees C. (C) 2010 Elsevier Ltd. All rights reserved.