7,12-diiodo-5,6-dihydrotetraphen-6-ol | 1387598-38-0

• 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-diiodo-5,6-dihydrotetraphen-6-ol
• 英文别名: 7,12-Diiodo-5,6-dihydrobenzo[a]anthracen-6-ol
• CAS: 1387598-38-0
• 化学式: C₁₈H₁₂I₂O
• 分子量: 498.102
• InChiKey: GRHJULQPTKGJAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  甲醇 、 7,12-diiodo-5,6-dihydrotetraphen-6-ol 在 copper(l) iodide 、 1,10-菲罗啉 、 potassium tert-butylate 作用下， 反应 1.0h， 以77%的产率得到7,12-dimethoxy-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
• 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 1,2-二碘乙烷 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以61.4 mg的产率得到7,12-diiodo-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