N-(2,3,4-trichlorobenzene)phthalimide | 1592630-05-1

• 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: N-(2,3,4-trichlorobenzene)phthalimide
• 英文别名: 2-(2,3,4-Trichlorophenyl)isoindole-1,3-dione；2-(2,3,4-trichlorophenyl)isoindole-1,3-dione
• CAS: 1592630-05-1
• 化学式: C₁₄H₆Cl₃NO₂
• 分子量: 326.566
• InChiKey: FGMQYTQBGKWCTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-羟基邻苯二甲酰亚胺 在 fac-tris(2-phenylpyridinato-N,C2')iridium(III) 作用下， 以 乙腈 为溶剂， 反应 28.0h， 生成 2-(3,4,5-trichlorophenyl)isoindoline-1,3-dione 、 N-(2,3,4-trichlorobenzene)phthalimide
  参考文献：
  名称：

  N-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes

  摘要：

  This paper reports a room temperature visible light photocatalyzed method for the C-H amination of arenes and heteroarenes. A key enabling advance in this work is the design of N-acyloxyphthalimides as precursors to nitrogen-based radical intermediates for these transformations. A broad substrate scope is presented, including the selective meta-amination of pyridine derivatives. A radical aromatic substitution mechanism is proposed.

  DOI：

  10.1021/ja501906x

文献信息

• <i>N</i>-Acyloxyphthalimides as Nitrogen Radical Precursors in the Visible Light Photocatalyzed Room Temperature C–H Amination of Arenes and Heteroarenes
  作者：Laura J. Allen、Pablo J. Cabrera、Melissa Lee、Melanie S. Sanford

  DOI：10.1021/ja501906x

  日期：2014.4.16

  This paper reports a room temperature visible light photocatalyzed method for the C-H amination of arenes and heteroarenes. A key enabling advance in this work is the design of N-acyloxyphthalimides as precursors to nitrogen-based radical intermediates for these transformations. A broad substrate scope is presented, including the selective meta-amination of pyridine derivatives. A radical aromatic substitution mechanism is proposed.