2-methoxy-5-(2'-methylphenyl)cyclohepta-2,4,6-trien-1-one | 125102-11-6

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: 2-methoxy-5-(2'-methylphenyl)cyclohepta-2,4,6-trien-1-one
• 英文别名: 2-Methoxy-5-(2-methylphenyl)cyclohepta-2,4,6-trien-1-one
• CAS: 125102-11-6
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: OWBZTWBYTQVKHP-UHFFFAOYSA-N

物化性质

• 熔点：
  110.0-110.5 °C
• 沸点：
  431.2±45.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  [5-oxo-4-(trifluoromethylsulfonyloxy)cyclohepta-1,3,6-trien-1-yl] trifluoromethanesulfonate 在 四(三苯基膦)钯 、 三乙胺 、 zinc(II) chloride 作用下， 反应 2.0h， 生成 2-methoxy-5-(2'-methylphenyl)cyclohepta-2,4,6-trien-1-one
  参考文献：
  名称：

  Keenan, Richard M.; Kruse, Lawrence I., Synthetic Communications, 1989, vol. 19, # 5and6, p. 793 - 798

  摘要：

  DOI：

文献信息

• Efforts Directed toward the Synthesis of Colchicine:  Application of Palladium-Catalyzed Siloxane Cross-Coupling Methodology
  作者：W. Michael Seganish、Christopher J. Handy、Philip DeShong

  DOI：10.1021/jo051636h

  日期：2005.10.1

  Colchicine is an important and synthetically challenging natural product. The key synthetic step in this approach to the synthesis of colchicine involved a palladium-catalyzed cross-coupling reaction between 5-bromotropolone (4) and an aryl siloxane to form the aryl-tropolone bond. The coupling of a variety of highly functionalized aryl siloxane derivatives was investigated and optimized coupling conditions were developed. It was discovered that a palladium catalyst with a high degree of phosphine ligand coordination (5 equiv of phosphine/mol Pd) was necessary to efficiently couple aryl siloxanes with 5-bromotropolone (4). In addition, the coupling approach has provided a direct comparison between siloxane and boronic acid coupling technologies that demonstrated that aryl siloxanes and boronic acids produce similar yields of highly functionalized biaryl products.
• KEENAN, RICHARD M.;KRUSE, LAWRENCE I., SYNTH. COMMUN., 19,(1989) N-6, C. 793-798
  作者：KEENAN, RICHARD M.、KRUSE, LAWRENCE I.

  DOI：——

  日期：——
• Keenan, Richard M.; Kruse, Lawrence I., Synthetic Communications, 1989, vol. 19, # 5and6, p. 793 - 798
  作者：Keenan, Richard M.、Kruse, Lawrence I.

  DOI：——

  日期：——