8-(diphenylphosphoryl)-9-(4-methoxybenzoyl)-5H-benzo[7]annulen-7(6H)-one | 1441002-53-4

• 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: 8-(diphenylphosphoryl)-9-(4-methoxybenzoyl)-5H-benzo[7]annulen-7(6H)-one
• 英文别名: 6-Diphenylphosphoryl-5-(4-methoxybenzoyl)-8,9-dihydrobenzo[7]annulen-7-one；6-diphenylphosphoryl-5-(4-methoxybenzoyl)-8,9-dihydrobenzo[7]annulen-7-one
• CAS: 1441002-53-4
• 化学式: C₃₁H₂₅O₄P
• 分子量: 492.511
• InChiKey: MSLPCKGXEXDBIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-cyclopropylidene-1-(4-methoxyphenyl)-2-phenylprop-2-en-1-one 在 ammonium cerium (IV) nitrate 、 水 、 氧气 作用下， 以 丙酮 、 乙腈 为溶剂， 反应 10.17h， 生成 8-(diphenylphosphoryl)-9-(4-methoxybenzoyl)-5H-benzo[7]annulen-7(6H)-one
  参考文献：
  名称：

  Hydroxyphosphinylation Reaction of 3-Cyclopropylideneprop-2-en-1-ones via C–P σ-Bond Cleavage

  摘要：

  An unexpected hydroxyphosphinylation of 3-cyclopropylideneprop-2-en-1-ones with phosphines has been observed. This method provides a unique regio- and stereoselective synthesis of highly functionalized 1-dialkylphinyl-3-oxo-(1Z)-alkenyl cyclo-propanols with important potentials. The reaction displays an unusual mechanistic feature-a highly selective cleavage of C-P sigma bonds in phosphines.

  DOI：

  10.1021/jo400610q

文献信息

• Hydroxyphosphinylation Reaction of 3-Cyclopropylideneprop-2-en-1-ones via C–P σ-Bond Cleavage
  作者：Maozhong Miao、Jian Cao、Xian Huang、Luling Wu

  DOI：10.1021/jo400610q

  日期：2013.6.21

  An unexpected hydroxyphosphinylation of 3-cyclopropylideneprop-2-en-1-ones with phosphines has been observed. This method provides a unique regio- and stereoselective synthesis of highly functionalized 1-dialkylphinyl-3-oxo-(1Z)-alkenyl cyclo-propanols with important potentials. The reaction displays an unusual mechanistic feature-a highly selective cleavage of C-P sigma bonds in phosphines.