7,12-dibromo-5,6-dihydrotetraphen-6-ol | 1387598-37-9

• 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: 7,12-dibromo-5,6-dihydrotetraphen-6-ol
• CAS: 1387598-37-9
• 化学式: C₁₈H₁₂Br₂O
• 分子量: 404.101
• InChiKey: XKDOFHXAHWNLBR-UHFFFAOYSA-N

物化性质

• 沸点：
  522.2±50.0 °C(predicted)
• 密度：
  1.760±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.62
• 重原子数：
  21.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  Tricyclo[12.4.0.04,9]octadeca-1(18),4,6,8,14,16-hexaen-2,12-diyn-11-ol 在 四溴化碳 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以17.2 mg的产率得到7,12-dibromo-5,6-dihydrotetraphen-6-ol
  参考文献：
  名称：

  Synthetic Study of the Angular Tetracyclic Core Skeleton of Landmycine A via Masamune-Bergman Cyclization

  摘要：

  We describe the synthesis, via Masamune-Bergman cyclization, of an angucycline derivative involving a quinone in the B ring and a nonaromatic hydroxylated C ring. The naphthoquinone was synthesized via the copper-catalyzed Ullmann reaction of the dihalo aryl moiety, and the subsequent oxidation of a corresponding hydroquinone. The aryl dihalide was prepared by the dihalogenation of the 1,4-diradical generated during the Masamune-Bergman cyclization of the 1,2- dialkynylbenzene under neutral conditions. This methodology suggests a new route for the construction of natural products containing an anthraquinone skeleton.

  DOI：

  10.1055/s-0031-1290937