diethyl 2-ethyl-2H-benzo[f]isoindole-4,9-dione-1,3-dicarboxylate | 1454817-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: diethyl 2-ethyl-2H-benzo[f]isoindole-4,9-dione-1,3-dicarboxylate
• 英文别名: Diethyl 2-ethyl-4,9-dioxobenzo[f]isoindole-1,3-dicarboxylate
• CAS: 1454817-96-9
• 化学式: C₂₀H₁₉NO₆
• 分子量: 369.374
• InChiKey: KKGNZSONSYAQEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  91.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙基N-乙基甘氨酸酯 在 碘 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 9.0h， 生成 diethyl 2-ethyl-2H-benzo[f]isoindole-4,9-dione-1,3-dicarboxylate
  参考文献：
  名称：

  The Synthesis of Benzo[f]isoindole-1,3-dicarboxylates via an I₂-Induced 1,3-Dipolar Cycloaddition Reaction

  摘要：

  An I-2-induced 1,3-dipolar cycloaddition reaction has been developed for the synthesis of benzo[f]-isoindole-1,3-dicarboxylates from quinones and N-substituted amino esters. The reaction proceeds in good to excellent yields in one step from 3 equiv of amino ester to react with the quinone structure. The utility of this transformation has been highlighted by its use for the construction of benzo[f]-isoindole-1,3-dicarboxylates, which have been identified in natural products exhibiting important biological activities.

  DOI：

  10.1021/jo401652k