2-Benzyl-3-[2-(hydroxymethyl)phenyl]-6,7-dimethoxyisoquinolin-1-one | 1384384-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-Benzyl-3-[2-(hydroxymethyl)phenyl]-6,7-dimethoxyisoquinolin-1-one
• CAS: 1384384-83-1
• 化学式: C₂₅H₂₃NO₄
• 分子量: 401.462
• InChiKey: HIZHVZKPSNCFHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Benzyl-3-[2-(hydroxymethyl)phenyl]-6,7-dimethoxyisoquinolin-1-one 在 盐酸 、 重铬酸吡啶 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 生成 6-benzyl-2,3-dimethoxy-5H-indeno[1,2-c]isoquinoline-5,11(6H)-dione
  参考文献：
  名称：

  Photochemically Induced Synthesis of the Topoisomerase I Inhibitors Indeno[1,2-c]isoquinoline-5,11-diones

  摘要：

  A convenient synthesis of indeno[1,2-c]isoquinoline-5,11-diones has been achieved using combinational photochemical and carbocationic cyclization tactics. The synthetic route involved first the construction of adequately functionalized N-styryl benzamides via Suzuki-Miyaura cross-coupling reaction with enol phosphate combined with a six-p-electron photocyclization process. The assembling of the title compounds was readily ensured through sequential carbocationic annulation reaction and ultimate oxidation of a latent hydroxy functionality.

  DOI：

  10.1055/s-0031-1290751
• 作为产物：
  描述：

  2,4,5-三甲氧基苯甲酸 在 四(三苯基膦)钯 、 氯化亚砜 、 双(三甲基硅烷基)氨基钾 、 sodium hydride 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 为溶剂， 生成 2-Benzyl-3-[2-(hydroxymethyl)phenyl]-6,7-dimethoxyisoquinolin-1-one
  参考文献：
  名称：

  Photochemically Induced Synthesis of the Topoisomerase I Inhibitors Indeno[1,2-c]isoquinoline-5,11-diones

  摘要：

  A convenient synthesis of indeno[1,2-c]isoquinoline-5,11-diones has been achieved using combinational photochemical and carbocationic cyclization tactics. The synthetic route involved first the construction of adequately functionalized N-styryl benzamides via Suzuki-Miyaura cross-coupling reaction with enol phosphate combined with a six-p-electron photocyclization process. The assembling of the title compounds was readily ensured through sequential carbocationic annulation reaction and ultimate oxidation of a latent hydroxy functionality.

  DOI：

  10.1055/s-0031-1290751

文献信息

• Photochemically Induced Synthesis of the Topoisomerase I Inhibitors Indeno[1,2-c]isoquinoline-5,11-diones
  作者：Axel Couture、Mélanie Dubois、Eric Deniau、Pierre Grandclaudon

  DOI：10.1055/s-0031-1290751

  日期：2012.4

  A convenient synthesis of indeno[1,2-c]isoquinoline-5,11-diones has been achieved using combinational photochemical and carbocationic cyclization tactics. The synthetic route involved first the construction of adequately functionalized N-styryl benzamides via Suzuki-Miyaura cross-coupling reaction with enol phosphate combined with a six-p-electron photocyclization process. The assembling of the title compounds was readily ensured through sequential carbocationic annulation reaction and ultimate oxidation of a latent hydroxy functionality.