2-[2-(1,3-benzodioxol-5-yl)-1-methylethyl]-1H-isoindole-1,3(2H)-dione

• 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: 2-[2-(1,3-benzodioxol-5-yl)-1-methylethyl]-1H-isoindole-1,3(2H)-dione
• 英文别名: 2-[1-(1,3-Benzodioxol-5-yl)propan-2-yl]isoindole-1,3-dione；2-[1-(1,3-benzodioxol-5-yl)propan-2-yl]isoindole-1,3-dione
• 化学式: C₁₈H₁₅NO₄
• 分子量: 309.321
• InChiKey: SAFNIVDZVXYOAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻苯二甲酸亚胺 、 异黄樟素 在 sodium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 6.0h， 以51%的产率得到2-[2-(1,3-benzodioxol-5-yl)-1-methylethyl]-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  Photoinduced SET phthalimidation of unactivated double bonds and its application to the synthesis of protected phenethylamines

  摘要：

  Phthalimide, in equilibrium with its conjugate base, adds photochemically to cyclohexene and aryl-substituted alkenes (photophthalimidation). The efficient, predictable regioselective photophthalimidation of styrenes constitutes a synthetically useful process for the preparation of N-phenethyl-phthalimides. A possible mechanism for the photophthalimidation involves the nucleophilic attack of phthalimide anion on the alkene cation-radical generated by single electron transfer to excited phthalimide. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00343-0

文献信息

• Photoinduced SET phthalimidation of unactivated double bonds and its application to the synthesis of protected phenethylamines
  作者：Rafael Suau、Rafael Garcı́a-Segura、Cristobal Sánchez-Sánchez、Ezequiel Pérez-Inestrosa、Ana Marı́a Pedraza

  DOI：10.1016/s0040-4020(03)00343-0

  日期：2003.4

  Phthalimide, in equilibrium with its conjugate base, adds photochemically to cyclohexene and aryl-substituted alkenes (photophthalimidation). The efficient, predictable regioselective photophthalimidation of styrenes constitutes a synthetically useful process for the preparation of N-phenethyl-phthalimides. A possible mechanism for the photophthalimidation involves the nucleophilic attack of phthalimide anion on the alkene cation-radical generated by single electron transfer to excited phthalimide. (C) 2003 Elsevier Science Ltd. All rights reserved.