(E)-dimethyl 1-(dimethylcarbamoyl)-2-(1,2-diphenylvinyl)-1H-pyrrole-3,4-dicarboxylate | 1228117-79-0

• 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: (E)-dimethyl 1-(dimethylcarbamoyl)-2-(1,2-diphenylvinyl)-1H-pyrrole-3,4-dicarboxylate
• 英文别名: dimethyl 1-(dimethylcarbamoyl)-2-[(E)-1,2-diphenylethenyl]pyrrole-3,4-dicarboxylate
• CAS: 1228117-79-0
• 化学式: C₂₅H₂₄N₂O₅
• 分子量: 432.476
• InChiKey: LNWZALBMMJWKMG-XDJHFCHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-dimethyl 1-(dimethylcarbamoyl)-2-(1,2-diphenylvinyl)-1H-pyrrole-3,4-dicarboxylate 在 水 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Intermolecular Hydroarylation of Alkynes

  摘要：

  The rhodium(III)-catalyzed hydroarylation of internal alkynes is described. Good yields are obtained for a variety of alkynes, and excellent regioselectivity is observed for unsymmetrically substituted alkynes. The reaction also gives good yields for a range of arenes. Preliminary mechanistic investigations suggest that this reaction proceeds through arene metalation with the cationic rhodium catalyst, which enables challenging intermolecular reactivity.

  DOI：

  10.1021/ja103080d
• 作为产物：
  描述：

  dimethyl 1-(dimethylcarbamoyl)-1H-pyrrole-3,4-dicarboxylate 、 二苯基乙炔 在 tris(acetonitrile)pentamethylcyclopentadienylrhodium(III) hexafluoroantimonate 、 三甲基乙酰氯 作用下， 以 醋酸异丙酯 为溶剂， 反应 16.0h， 以97%的产率得到(E)-dimethyl 1-(dimethylcarbamoyl)-2-(1,2-diphenylvinyl)-1H-pyrrole-3,4-dicarboxylate
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Intermolecular Hydroarylation of Alkynes

  摘要：

  The rhodium(III)-catalyzed hydroarylation of internal alkynes is described. Good yields are obtained for a variety of alkynes, and excellent regioselectivity is observed for unsymmetrically substituted alkynes. The reaction also gives good yields for a range of arenes. Preliminary mechanistic investigations suggest that this reaction proceeds through arene metalation with the cationic rhodium catalyst, which enables challenging intermolecular reactivity.

  DOI：

  10.1021/ja103080d

文献信息

• Rhodium(III)-Catalyzed Intermolecular Hydroarylation of Alkynes
  作者：Derek J. Schipper、Marieke Hutchinson、Keith Fagnou

  DOI：10.1021/ja103080d

  日期：2010.5.26

  The rhodium(III)-catalyzed hydroarylation of internal alkynes is described. Good yields are obtained for a variety of alkynes, and excellent regioselectivity is observed for unsymmetrically substituted alkynes. The reaction also gives good yields for a range of arenes. Preliminary mechanistic investigations suggest that this reaction proceeds through arene metalation with the cationic rhodium catalyst, which enables challenging intermolecular reactivity.