diethyl 9-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-ylphosphonate | 1170736-77-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: diethyl 9-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-ylphosphonate
• 英文别名: diethyl 6,7,8,9-tetrahydro-9-oxo-5H-benzo[7]annulen-5-ylphosphonate；9-Diethoxyphosphoryl-6,7,8,9-tetrahydrobenzo[7]annulen-5-one
• CAS: 1170736-77-2
• 化学式: C₁₅H₂₁O₄P
• 分子量: 296.303
• InChiKey: QTNAABIYQMPRDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  diethyl 2-oxocyclopentylphosphonate 、 2-(三甲基硅)苯基三氟甲烷磺酸盐 在 cesium fluoride 、 silica gel 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 11.0h， 以69%的产率得到diethyl 9-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-ylphosphonate
  参考文献：
  名称：

  Selective Synthesis of o-Acylbenzylphosphonates by Insertion Reactions of Arynes into β-Ketophosphonates

  摘要：

  A mild method for selective synthesis of o-acylbenzylphosphonates has been developed by the reactions of arynes with beta-ketophosphonates. In the presence of CsF and THF, the carbon-carbon sigma-bonds of 2-oxopropylphosphonates were selectively cleaved and added to arynes providing the corresponding 2-acylbenzylphosphonates in moderate to good yields.

  DOI：

  10.1021/jo900847u

文献信息

• Selective Synthesis of <i>o</i>-Acylbenzylphosphonates by Insertion Reactions of Arynes into β-Ketophosphonates
  作者：Yi-Lin Liu、Yun Liang、Shao-Feng Pi、Jin-Heng Li

  DOI：10.1021/jo900847u

  日期：2009.8.7

  A mild method for selective synthesis of o-acylbenzylphosphonates has been developed by the reactions of arynes with beta-ketophosphonates. In the presence of CsF and THF, the carbon-carbon sigma-bonds of 2-oxopropylphosphonates were selectively cleaved and added to arynes providing the corresponding 2-acylbenzylphosphonates in moderate to good yields.