dimethyl 9-benzoyl-1,4-dihydro-9H-carbazole-2,3-dicarboxylate | 134513-39-6

• 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 9-benzoyl-1,4-dihydro-9H-carbazole-2,3-dicarboxylate
• 英文别名: dimethyl 9-benzoyl-1,4-dihydrocarbazole-2,3-dicarboxylate
• CAS: 134513-39-6
• 化学式: C₂₃H₁₉NO₅
• 分子量: 389.408
• InChiKey: SNIMLRMAXGQOBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  74.6
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  1-benzoyl-2,3-bis(bromomethyl)indole 、 丁炔二酸二甲酯 在 sodium iodide 作用下， 生成 dimethyl 9-benzoyl-1,4-dihydro-9H-carbazole-2,3-dicarboxylate
  参考文献：
  名称：

  N-benzoylindole-2,3-quinodimethane: Diels-Alder reactivity and synthetic applications for [b]annellated indoles

  摘要：

  The Diels-Alder reactivity of in situ generated N-benzoylindole-2,3-quinodimethane has been expanded considerably to include reactions with carbon- and hetero-dienophiles which furnish a variety of [b]annellated indoles as well as functionalized and annellated carbazoles. The frontier molecular orbital theory was found to be a useful model for the prediction of the experimental results under consideration of reactivity aspects.

  DOI：

  10.1016/s0040-4020(01)96104-6

文献信息

• N-benzoylindole-2,3-quinodimethane: Diels-Alder reactivity and synthetic applications for [b]annellated indoles
  作者：Manfred Haber、Ulf Pindur

  DOI：10.1016/s0040-4020(01)96104-6

  日期：1991.3

  The Diels-Alder reactivity of in situ generated N-benzoylindole-2,3-quinodimethane has been expanded considerably to include reactions with carbon- and hetero-dienophiles which furnish a variety of [b]annellated indoles as well as functionalized and annellated carbazoles. The frontier molecular orbital theory was found to be a useful model for the prediction of the experimental results under consideration of reactivity aspects.