1-(1-benzylindol-2-yl)-2-buten-1-one | 196622-28-3

• 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: 1-(1-benzylindol-2-yl)-2-buten-1-one
• 英文别名: (E)-1-(1-benzylindol-2-yl)but-2-en-1-one
• CAS: 196622-28-3
• 化学式: C₁₉H₁₇NO
• 分子量: 275.35
• InChiKey: HHJDPYOSCVSOBG-KRXBUXKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(1-benzylindol-2-yl)-2-buten-1-one 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以98%的产率得到4-Benzyl-1-methyl-1,2-dihydrocyclopenta[b]indol-3-one
  参考文献：
  名称：

  Reaction of 1-Benzylindole-2,3-dicarboxylic Anhydride with Wittig Reagents

  摘要：

  Reaction of 1-benzylindole-2,3-dicarboxylic anhydride with methylenetriphenylphosphorane (Ph3P=CH2) and carbethoxymethylenetriphenylphosphorane (Ph3P=CHCOOEt) gave [2-(3-carboxyindol-2-yl)-2-oxoethylidene]triphenylphosphorane derivatives, which were converted to cyclopenta[b]indol-3-ones after decarboxylation and treatment with aldehydes. On the other hand, the anhydride reacted with carbethoxyethylidenetriphenylphosphorane (Ph3P=C(Me)COOEt) to afford a mixture of two enol lactones.

  DOI：

  10.3987/com-97-7879
• 作为产物：
  描述：

  1-Benzyl-2-[2-ethoxycarbonyl-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-1H-indole-3-carboxylic acid 在 盐酸 作用下， 以 水 为溶剂， 反应 3.0h， 生成 1-(1-benzylindol-2-yl)-2-buten-1-one
  参考文献：
  名称：

  Reaction of 1-Benzylindole-2,3-dicarboxylic Anhydride with Wittig Reagents

  摘要：

  Reaction of 1-benzylindole-2,3-dicarboxylic anhydride with methylenetriphenylphosphorane (Ph3P=CH2) and carbethoxymethylenetriphenylphosphorane (Ph3P=CHCOOEt) gave [2-(3-carboxyindol-2-yl)-2-oxoethylidene]triphenylphosphorane derivatives, which were converted to cyclopenta[b]indol-3-ones after decarboxylation and treatment with aldehydes. On the other hand, the anhydride reacted with carbethoxyethylidenetriphenylphosphorane (Ph3P=C(Me)COOEt) to afford a mixture of two enol lactones.

  DOI：

  10.3987/com-97-7879

文献信息

• Reaction of 1-Benzylindole-2,3-dicarboxylic Anhydride with Wittig Reagents
  作者：Yasuyoshi Miki、Hiroko Hachiken、Yoshiko Sugimoto、Norihide Yanase

  DOI：10.3987/com-97-7879

  日期：——

  Reaction of 1-benzylindole-2,3-dicarboxylic anhydride with methylenetriphenylphosphorane (Ph3P=CH2) and carbethoxymethylenetriphenylphosphorane (Ph3P=CHCOOEt) gave [2-(3-carboxyindol-2-yl)-2-oxoethylidene]triphenylphosphorane derivatives, which were converted to cyclopenta[b]indol-3-ones after decarboxylation and treatment with aldehydes. On the other hand, the anhydride reacted with carbethoxyethylidenetriphenylphosphorane (Ph3P=C(Me)COOEt) to afford a mixture of two enol lactones.