1-(3-氯-4-氟苯基)-3-苯基吡咯烷-2,5-二酮 | 1016982-29-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 1-(3-氯-4-氟苯基)-3-苯基吡咯烷-2,5-二酮
• 英文名称: 1-(3-chloro-4-fluorophenyl)-3-phenylpyrrolidine-2,5-dione
• 英文别名: 1-(3-Chloro-4-fluorophenyl)-3-phenylpyrrolidine-2,5-dione
• CAS: 1016982-29-8
• 化学式: C₁₆H₁₁ClFNO₂
• 分子量: 303.72
• InChiKey: RMLGOHFEQMUFQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2S,3R)-1-(3-Chloro-4-fluoro-phenyl)-5-oxo-3-phenyl-pyrrolidine-2-carboxylic acid 在 sodium bromate 、 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 以76%的产率得到1-(3-氯-4-氟苯基)-3-苯基吡咯烷-2,5-二酮
  参考文献：
  名称：

  A novel synthetic approach towards N-phenylsuccinimides from γ-lactam-2-carboxylic acid derivatives by reaction with CAN–NaBrO3

  摘要：

  N-Arylsuccinimides have been synthesized by decarboxylative oxidation of N-aryl-gamma-lactam-2-carboxylic acids with the dual oxidant CAN/NaBrO(3) in refluxing acetonitrile-water. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.071

文献信息

• Ruthenium(II)-Catalyzed Hydroarylation of Maleimides Using Carboxylic Acids as a Traceless Directing Group
  作者：Anup Mandal、Harekrishna Sahoo、Suman Dana、Mahiuddin Baidya

  DOI：10.1021/acs.orglett.7b01964

  日期：2017.8.4

  ready-stock aryl carboxylic acids has been developed based on weak carboxylate-directed ortho-C–H alkylation and concomitant decarboxylation processes, fabricating 3-aryl succinimides, a recurrent scaffold in drug molecules, in high yields (up to 97%). The protocol features operational simplicity, avoids the need for precious metal additives/oxidants, and offers broad substrate scope with formal meta- and

  基于弱羧酸盐定向的邻-C-H烷基化和伴随的脱羧过程，开发了一种高效的Ru（II）催化的马来酰亚胺与现成的芳基羧酸进行加氢芳基化反应，制备了3-芳基琥珀酰亚胺，这是药物分子中的常见骨架，高产（高达97％）。该协议具有操作简单，无需贵金属添加剂/氧化剂的特点，并提供了具有正式的间位和对位选择性的广泛底物范围。它代表了Ru（II）催化马来酰亚胺与无偏苯甲酸直接芳基化的第一个例子。
• A novel synthetic approach towards N-phenylsuccinimides from γ-lactam-2-carboxylic acid derivatives by reaction with CAN–NaBrO3
  作者：Gopa Barman、Mahuya Roy、Jayanta. K. Ray

  DOI：10.1016/j.tetlet.2007.12.071

  日期：2008.2

  N-Arylsuccinimides have been synthesized by decarboxylative oxidation of N-aryl-gamma-lactam-2-carboxylic acids with the dual oxidant CAN/NaBrO(3) in refluxing acetonitrile-water. (C) 2008 Elsevier Ltd. All rights reserved.