dimethyl 1-(dimethylcarbamoyl)-1H-pyrrole-3,4-dicarboxylate | 1228117-72-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: dimethyl 1-(dimethylcarbamoyl)-1H-pyrrole-3,4-dicarboxylate
• CAS: 1228117-72-3
• 化学式: C₁₁H₁₄N₂O₅
• 分子量: 254.243
• InChiKey: JRFIXRIZOWMHDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.59
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  77.84
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-苯基-1-丙炔 、 dimethyl 1-(dimethylcarbamoyl)-1H-pyrrole-3,4-dicarboxylate 在 tris(acetonitrile)pentamethylcyclopentadienylrhodium(III) hexafluoroantimonate 、 三甲基乙酰氯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以71%的产率得到(E)-dimethyl 1-(dimethylcarbamoyl)-2-(1-phenylprop-1-en-2-yl)-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
• 作为产物：
  描述：

  dimethyl pyrrole-3,4-dicarboxylate 、 二甲氨基甲酰氯 在 四丁基硫酸氢铵 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到dimethyl 1-(dimethylcarbamoyl)-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