ethyl (6,7-dimethoxyphenanthren-9-yl)acetate | 1197370-98-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: ethyl (6,7-dimethoxyphenanthren-9-yl)acetate
• 英文别名: Ethyl 2-(6,7-dimethoxyphenanthren-9-yl)acetate
• CAS: 1197370-98-1
• 化学式: C₂₀H₂₀O₄
• 分子量: 324.376
• InChiKey: KAKVCIFGKDYMSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl (E)-4-(2-iodophenyl)-2-butenoate 、 4,5-二甲氧基-2-(三甲基硅基)苯基三氟甲磺酸酯 在 cesium fluoride 、 双二苯基膦甲烷 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 24.0h， 以45%的产率得到ethyl (6,7-dimethoxyphenanthren-9-yl)acetate
  参考文献：
  名称：

  Synthesis of 9-Fluorenylidenes and 9,10-Phenanthrenes through Palladium-Catalyzed Aryne Annulation by o-Halostyrenes and o-Halo Allylic Benzenes

  摘要：

  A number of functionally substituted 9-fluorenylidenes and 9,10-phenanthrenes have been synthesized from substituted o-halostyrenes and o-halo allylic benzenes respectively in good yields by the palladium-catalyzed annulation of arynes. The methodology tolerates a variety of functional groups, including cyano, ester, aldehyde, and ketone groups, occurs Under relatively mild reaction conditions, and involves the generation of two new carbon-carbon bonds, thus providing these important carbocyclic ring systems in a single synthetic step.

  DOI：

  10.1021/jo9017827

文献信息

• Synthesis of 9-Fluorenylidenes and 9,10-Phenanthrenes through Palladium-Catalyzed Aryne Annulation by <i>o</i>-Halostyrenes and <i>o</i>-Halo Allylic Benzenes
  作者：Shilpa A. Worlikar、Richard C. Larock

  DOI：10.1021/jo9017827

  日期：2009.12.4

  A number of functionally substituted 9-fluorenylidenes and 9,10-phenanthrenes have been synthesized from substituted o-halostyrenes and o-halo allylic benzenes respectively in good yields by the palladium-catalyzed annulation of arynes. The methodology tolerates a variety of functional groups, including cyano, ester, aldehyde, and ketone groups, occurs Under relatively mild reaction conditions, and involves the generation of two new carbon-carbon bonds, thus providing these important carbocyclic ring systems in a single synthetic step.