3,4-bis(4-chlorophenyl)-1H-pyrrole-2,5-dione | 1283088-73-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,4-bis(4-chlorophenyl)-1H-pyrrole-2,5-dione
• 英文别名: 3,4-Bis(4-chlorophenyl)pyrrole-2,5-dione
• CAS: 1283088-73-2
• 化学式: C₁₆H₉Cl₂NO₂
• 分子量: 318.159
• InChiKey: IUTQGEGSZFWJPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯苯硼酸 在 aluminum (III) chloride 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 caesium carbonate 、 苯甲醚 、 1,3,5,7-四甲基-6-苯基-2,4,8-三氧杂-6-磷酰金刚烷 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 3,4-bis(4-chlorophenyl)-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  Development of Methods for the Synthesis of Libraries of Substituted Maleimides and α,β-Unsaturated-γ-butyrolactams

  摘要：

  Synthetic methods for the preparation of maleimide and alpha,beta-unsaturated-gamma-butyrolactam compound collections are described. These routes take advantage of Pd cross-coupling and conjugate addition/elimination reactions to permit the facile production of bisaryl-maleimides, anilinoaryl-maleimides, and bisanilino-maleimides while allowing control over the synthesis of symmetrical or nonsymmetrical derivatives. Similarly, the chemistry developed allows for the generation of bisaryl substituted alpha,beta-unsaturated-gamma-butyrolactams. The scope and limitations of the approaches are presented.

  DOI：

  10.1021/jo1025805

文献信息

• Approach to the Synthesis of Unsymmetrical/Symmetrical Maleimides via Desulfitative Arylation at Different Temperatures
  作者：Masoumeh Abbasnia、Mehdi Sheykhan、Tahereh Ghaffari、Elham Safari

  DOI：10.1021/acs.joc.0c01323

  日期：2020.9.18

  New routes toward selective synthesis of both mono- and diaryl maleimides have been innovated. The mere requirement to this end is through the increase of temperature. The method works effectively for maleic anhydride and maleic acid as well. Also, the first expedient synthesis of 2-arylnaphthoquinones via the reaction of naphthoquinone with arenesulfonyl chlorides is revealed.

  创新了单和二芳基马来酰亚胺选择性合成的新途径。为此目的的唯一要求是通过升高温度。该方法对马来酸酐和马来酸也有效。另外，揭示了通过萘醌与芳烃磺酰氯的反应的2-芳基萘醌的第一种方便的合成方法。
• Development of Methods for the Synthesis of Libraries of Substituted Maleimides and α,β-Unsaturated-γ-butyrolactams
  作者：Emelia Awuah、Alfredo Capretta

  DOI：10.1021/jo1025805

  日期：2011.5.6

  Synthetic methods for the preparation of maleimide and alpha,beta-unsaturated-gamma-butyrolactam compound collections are described. These routes take advantage of Pd cross-coupling and conjugate addition/elimination reactions to permit the facile production of bisaryl-maleimides, anilinoaryl-maleimides, and bisanilino-maleimides while allowing control over the synthesis of symmetrical or nonsymmetrical derivatives. Similarly, the chemistry developed allows for the generation of bisaryl substituted alpha,beta-unsaturated-gamma-butyrolactams. The scope and limitations of the approaches are presented.