7'-nitro-10'H-spiro[cyclopentane-1,9'-phenanthren]-10'-one | 1233011-82-9

• 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: 7'-nitro-10'H-spiro[cyclopentane-1,9'-phenanthren]-10'-one
• 英文别名: 2'-Nitrospiro[cyclopentane-1,10'-phenanthrene]-9'-one；2'-nitrospiro[cyclopentane-1,10'-phenanthrene]-9'-one
• CAS: 1233011-82-9
• 化学式: C₁₈H₁₅NO₃
• 分子量: 293.322
• InChiKey: HLYNBGOJUGVGAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-硝基碘苯 、 苯基酮环戊酯 在 palladium diacetate 、 三氟乙酸 、 silver(l) oxide 作用下， 反应 20.0h， 生成 7'-nitro-10'H-spiro[cyclopentane-1,9'-phenanthren]-10'-one
  参考文献：
  名称：

  Synthesis of Phenanthrone Derivatives from sec-Alkyl Aryl Ketones and Aryl Halides via a Palladium-Catalyzed Dual C−H Bond Activation and Enolate Cyclization

  摘要：

  A palladium-catalyzed chelation-assisted C-H activation of alkyl aryl ketones and their reaction with aryl iodides to afford ortho-arylated products is described. For sec-alkyl aryl ketones, the catalytic reaction proceeds further to give 10,10-dialkylphenanthrone derivatives. A possible reaction mechanism involving directed dual C-H bond activation and enolate cyclization for the formation of 10,10-dialkylphenanthrone derivatives is proposed.

  DOI：

  10.1021/ja1026248