dimethyl (Z)-5-benzylidene-7-(1H-indol-1-yl)-5H-indeno[5,6-d][1,3]dioxole-6,6(7H)-dicarboxylate | 1028981-78-3

• 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: dimethyl (Z)-5-benzylidene-7-(1H-indol-1-yl)-5H-indeno[5,6-d][1,3]dioxole-6,6(7H)-dicarboxylate
• 英文别名: dimethyl (7Z)-7-benzylidene-5-indol-1-yl-5H-cyclopenta[f][1,3]benzodioxole-6,6-dicarboxylate
• CAS: 1028981-78-3
• 化学式: C₂₉H₂₃NO₆
• 分子量: 481.505
• InChiKey: KMTOHTXFXNMOIV-HMAPJEAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  76
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  吲哚 、 dimethyl 2-((6-(phenylethynyl)benzo[d][1,3]dioxol-5-yl)methylene)malonate 在 potassium tert-butylate 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 dimethyl (Z)-5-benzylidene-7-(1H-indol-1-yl)-5H-indeno[5,6-d][1,3]dioxole-6,6(7H)-dicarboxylate 、 dimethyl (E)-5-benzylidene-7-(1H-indol-1-yl)-5H-indeno[5,6-d][1,3]dioxole-6,6(7H)-dicarboxylate
  参考文献：
  名称：

  Sc(OTf)₃-Catalyzed or t-BuOK Promoted Tandem Reaction of 2-(2-(Alkynyl)benzylidene)malonate with Indole

  摘要：

  Tandem reaction of 2-(2-(alkynyl)benzylidene)malonate with indole was investigated. (Z)-1-Benzylidene-3-(1H-indol-1-yl)-1H-indene-2,2(3H)-dicarboxylate was generated in the presence of t-BuOK at room temperature; whereas 3-((1H-indol-3-yl)(2-(alkynyl)aryl)methyl)-1H-indole was obtained when Sc(OTf)(3) was utilized as catalyst at 50 degrees C.

  DOI：

  10.1021/ol800664z

文献信息

• Sc(OTf)₃-Catalyzed or <i>t</i>-BuOK Promoted Tandem Reaction of 2-(2-(Alkynyl)benzylidene)malonate with Indole
  作者：Ke Gao、Jie Wu

  DOI：10.1021/ol800664z

  日期：2008.6.5

  Tandem reaction of 2-(2-(alkynyl)benzylidene)malonate with indole was investigated. (Z)-1-Benzylidene-3-(1H-indol-1-yl)-1H-indene-2,2(3H)-dicarboxylate was generated in the presence of t-BuOK at room temperature; whereas 3-((1H-indol-3-yl)(2-(alkynyl)aryl)methyl)-1H-indole was obtained when Sc(OTf)(3) was utilized as catalyst at 50 degrees C.