1-(4-methoxybenzyl)-3-bromo-4-(4-methoxyphenyl)-1H-pyrrole-2,5-dione | 1283088-52-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-methoxybenzyl)-3-bromo-4-(4-methoxyphenyl)-1H-pyrrole-2,5-dione
• 英文别名: 3-bromo-1-(4-methoxybenzyl)-4-(4-methoxyphenyl)-1H-pyrrole-2,5-dione；3-Bromo-4-(4-methoxyphenyl)-1-[(4-methoxyphenyl)methyl]pyrrole-2,5-dione
• CAS: 1283088-52-7
• 化学式: C₁₉H₁₆BrNO₄
• 分子量: 402.244
• InChiKey: IFMRAZCZWAPINT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-methoxybenzyl)-3-bromo-4-(4-methoxyphenyl)-1H-pyrrole-2,5-dione 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 caesium carbonate 、 苯甲醚 、 三氟乙酸 、 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-methoxyphenyl)-4-o-tolyl-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
• 作为产物：
  描述：

  4-甲氧基苯硼酸 、 3,4-dibromo-2,5-dihydro-1-(4-methoxybenzyl)-1H-pyrrole-2,5-dione 在 cesium hydroxide 、 palladium diacetate 、 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 甲苯 为溶剂， 以15%的产率得到1-(4-methoxybenzyl)-3-bromo-4-(4-methoxyphenyl)-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

• 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.