2-chloroimidazo[1,5-a:3,4-a']diindol-6-one | 1264291-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-chloroimidazo[1,5-a:3,4-a']diindol-6-one
• 英文别名: 5-chloro-1,1'-carbonyl-2,2'-biindolyl；6-Chloro-10,12-diazapentacyclo[10.7.0.02,10.04,9.013,18]nonadeca-1(19),2,4(9),5,7,13,15,17-octaen-11-one
• CAS: 1264291-85-1
• 化学式: C₁₇H₉ClN₂O
• 分子量: 292.724
• InChiKey: XLETVJCWLOOYSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-chloroimidazo[1,5-a:3,4-a']diindol-6-one 在 18-冠醚-6 、 溶剂黄146 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 叔丁醇 为溶剂， 反应 1.5h， 生成 tjipanazole I
  参考文献：
  名称：

  Pd-Catalyzed Intramolecular Oxidative Coupling Reaction of 1,1’-Carbonyldiindoles

  摘要：

  The palladium-catalyzed intramolecular oxidative coupling reaction of 1,1'-carbonyldiindoles was achieved by using Pd(OAc)(2) and Cu(OAc)(2), producing 1,1'-carbonyl-2,2'-biindolyls, which were then converted to tjipanazoles D and I

  DOI：

  10.3987/com-14-s(k)28
• 作为产物：
  描述：

  1H-吲哚-1-甲酰氯 在 copper(l) iodide 、 potassium carbonate 、 三乙胺 、 N,N'-二甲基乙二胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 36.0h， 生成 2-chloroimidazo[1,5-a:3,4-a']diindol-6-one
  参考文献：
  名称：

  Synthesis of Unsymmetrical 2,2′-Biindolyl Derivatives by a Cu-Catalyzed N-Arylation/Pd-Catalyzed Direct Arylation Sequential Process

  摘要：

  A one-pot synthesis of unsymmetrical 2,2'-biindolyl derivatives through a Cu-catalyzed N-arylation/Pd-catalyzed direct arylation sequence was described. The reaction involved easily prepared o-gem-dibromovinyl substrates, and the desired biindolyls were obtained in moderate to good yields.

  DOI：

  10.1021/jo101899a

文献信息

• Pd-Catalyzed Intramolecular Oxidative Coupling Reaction of 1,1’-Carbonyldiindoles
  作者：Minoru Ishikura、Takumi Abe

  DOI：10.3987/com-14-s(k)28

  日期：——

  The palladium-catalyzed intramolecular oxidative coupling reaction of 1,1'-carbonyldiindoles was achieved by using Pd(OAc)(2) and Cu(OAc)(2), producing 1,1'-carbonyl-2,2'-biindolyls, which were then converted to tjipanazoles D and I
• Synthesis of Unsymmetrical 2,2′-Biindolyl Derivatives by a Cu-Catalyzed <i>N</i>-Arylation/Pd-Catalyzed Direct Arylation Sequential Process
  作者：Zhi-Jing Wang、Fan Yang、Xin Lv、Weiliang Bao

  DOI：10.1021/jo101899a

  日期：2011.2.4

  A one-pot synthesis of unsymmetrical 2,2'-biindolyl derivatives through a Cu-catalyzed N-arylation/Pd-catalyzed direct arylation sequence was described. The reaction involved easily prepared o-gem-dibromovinyl substrates, and the desired biindolyls were obtained in moderate to good yields.