4,5,6-trimethoxy-2-methyl-3-phenyl-2,3-dihydro-isoindol-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 4,5,6-trimethoxy-2-methyl-3-phenyl-2,3-dihydro-isoindol-1-one
• 英文别名: 4,5,6-trimethoxy-2-methyl-3-phenyl-3H-isoindol-1-one
• 化学式: C₁₈H₁₉NO₄
• 分子量: 313.353
• InChiKey: OYOBWEABGRBIKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯亚甲基甲胺 在 三氟甲磺酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 4.0h， 生成 4,5,6-trimethoxy-2-methyl-3-phenyl-2,3-dihydro-isoindol-1-one
  参考文献：
  名称：

  Aza-Nazarov Reaction and the Role of Superelectrophiles

  摘要：

  [GRAPHICS]The superacid-catalyzed reactions of N-acyliminium ion salts have been studied. The new conversions are remarkably similar to the Nazarov reaction and dicationic superelectrophilic species are thought to be involved. Experimental studies show that the cyclizations may be used to prepare varied heterocyclic products, while theoretical studies show that formation of the superelectrophiles can lead to very favorable reaction energetics.

  DOI：

  10.1021/ol0711570

文献信息

• Aza-Nazarov Reaction and the Role of Superelectrophiles
  作者：Douglas A. Klumpp、Yiliang Zhang、Matthew J. O'Connor、Pierre M. Esteves、Leonardo S. de Almeida

  DOI：10.1021/ol0711570

  日期：2007.8.1

  [GRAPHICS]The superacid-catalyzed reactions of N-acyliminium ion salts have been studied. The new conversions are remarkably similar to the Nazarov reaction and dicationic superelectrophilic species are thought to be involved. Experimental studies show that the cyclizations may be used to prepare varied heterocyclic products, while theoretical studies show that formation of the superelectrophiles can lead to very favorable reaction energetics.