7-bromo-3-methyl-isoquinoline-5,8-dione | 24011-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 7-bromo-3-methyl-isoquinoline-5,8-dione
• 英文别名: 7-Bromo-3-methylisoquinoline-5,8-dione
• CAS: 24011-35-6
• 化学式: C₁₀H₆BrNO₂
• 分子量: 252.067
• InChiKey: CLEZMRFGVXEFJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  47
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-bromo-3-methyl-isoquinoline-5,8-dione 、 (Z)-(1,3-dimethoxybuta-1,3-dienyloxy)trimethylsilane 以 甲苯 为溶剂， 反应 0.17h， 以86%的产率得到7-methoxy-9-hydroxy-3-methylbenzo[g]isoquinoline-5,10-dione
  参考文献：
  名称：

  Novel synthesis of the 2-azaanthraquinone alkaloid, scorpinone, based on two microwave-assisted pericyclic reactions

  摘要：

  The total synthesis of the 2-azaanthraquinone alkaloid, scorpinone (4), isolated from the mycelium of a Bispora-like tropical fungus, has been completed in nine steps. The two key steps involve a microwave-assisted thermal electrocyclic reaction for the synthesis of an 8-oxygenated isoquinoline skeleton from a 1-aza 6 pi-hexatriene system, and a regioselective microwave- assisted [4+2] cycloaddition for the construction of a 2-azaanthraquinone framework. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.033
• 作为产物：
  描述：

  在 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.33h， 生成 7-bromo-3-methyl-isoquinoline-5,8-dione
  参考文献：
  名称：

  Novel synthesis of the 2-azaanthraquinone alkaloid, scorpinone, based on two microwave-assisted pericyclic reactions

  摘要：

  The total synthesis of the 2-azaanthraquinone alkaloid, scorpinone (4), isolated from the mycelium of a Bispora-like tropical fungus, has been completed in nine steps. The two key steps involve a microwave-assisted thermal electrocyclic reaction for the synthesis of an 8-oxygenated isoquinoline skeleton from a 1-aza 6 pi-hexatriene system, and a regioselective microwave- assisted [4+2] cycloaddition for the construction of a 2-azaanthraquinone framework. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.033

文献信息

• Novel synthesis of the 2-azaanthraquinone alkaloid, scorpinone, based on two microwave-assisted pericyclic reactions
  作者：Tominari Choshi、Teppei Kumemura、Junko Nobuhiro、Satoshi Hibino

  DOI：10.1016/j.tetlet.2008.04.033

  日期：2008.6

  The total synthesis of the 2-azaanthraquinone alkaloid, scorpinone (4), isolated from the mycelium of a Bispora-like tropical fungus, has been completed in nine steps. The two key steps involve a microwave-assisted thermal electrocyclic reaction for the synthesis of an 8-oxygenated isoquinoline skeleton from a 1-aza 6 pi-hexatriene system, and a regioselective microwave- assisted [4+2] cycloaddition for the construction of a 2-azaanthraquinone framework. (C) 2008 Elsevier Ltd. All rights reserved.