6,7-dimethoxy-2-phenylbenzo[d][1,2]selenazol-3(2H)-one | 106664-04-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6,7-dimethoxy-2-phenylbenzo[d][1,2]selenazol-3(2H)-one
• 英文别名: 6,7-Dimethoxy-2-phenyl-1,2-benzoselenazol-3-one
• CAS: 106664-04-4
• 化学式: C₁₅H₁₃NO₃Se
• 分子量: 334.233
• InChiKey: INBQIQIGYHHCCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯甲酰苯胺 在 selenium 、 正丁基锂 、 氯化亚砜 、 氧气 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 6,7-dimethoxy-2-phenylbenzo[d][1,2]selenazol-3(2H)-one
  参考文献：
  名称：

  Ortholithiation As a Tool for the Synthesis of Ebselen Analogues

  摘要：

  Ortholithiation reactions are shown to be effective tools for the synthesis of Ebselen (N-phenyl-benzisoselenazolin-3-one) derivatives.

  DOI：

  10.1080/00397919108020794

文献信息

• Copper catalyzed/mediated synthetic methodology for ebselen and related isoselenazolones
  作者：Shah Jaimin Balkrishna、Bhagat Singh Bhakuni、Sangit Kumar

  DOI：10.1016/j.tet.2011.09.141

  日期：2011.12

  Scope of the copper catalyzed/mediated selenium-nitrogen coupling reaction has been studied for the synthesis of isoselenazolones. It is noticed that the 2-chloro, 2-bromo-, and 2-iodo-aryl amides substrates can be exploited in the selenium-nitrogen coupling reaction by employing 25-100 mol % of CuI/1,10-phenanthroline (L) and potassium carbonate as a base in DMF. Furthermore, electron rich 2-chloro-arylamides also underwent selenium-nitrogen coupling reaction to give biologically important selenium-nitrogen heterocycles. Also, copper-catalyzed selenium-nitrogen coupling reaction has been meticulously applied for the synthesis of diaryl diselenides having methoxy, amine, and amide functionality from respective aryl iodides in the presence of stoichiometric amount of succinimide as an external Se-N coupling partner. (C) 2011 Elsevier Ltd. All rights reserved.
• Ortholithiation As a Tool for the Synthesis of Ebselen Analogues
  作者：Christian Lambert、Marc Hilbert、Léon Christiaens、Norbert Dereu

  DOI：10.1080/00397919108020794

  日期：1991.1

  Ortholithiation reactions are shown to be effective tools for the synthesis of Ebselen (N-phenyl-benzisoselenazolin-3-one) derivatives.