3-Bromo-2,5-bis(4-methoxyphenyl)-1-methylpyrrole | 1314125-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-Bromo-2,5-bis(4-methoxyphenyl)-1-methylpyrrole
• 英文别名: 3-bromo-2,5-bis(4-methoxyphenyl)-1-methylpyrrole
• CAS: 1314125-78-4
• 化学式: C₁₉H₁₈BrNO₂
• 分子量: 372.261
• InChiKey: AHKFADGCDJLQOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  23.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Bromo-2,5-bis(4-methoxyphenyl)-1-methylpyrrole 、 4-氯苯硼酸 在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 36.0h， 以72%的产率得到3-(4-Chlorophenyl)-2,5-bis(4-methoxyphenyl)-1-methylpyrrole
  参考文献：
  名称：

  Site-selective Suzuki–Miyaura reactions of 2,3,5-tribromo-N-methylpyrrole

  摘要：

  The first Suzuki-Miyaura reactions of 2,3,5-tribromo-N-methylpyrrole are reported. These reactions proceed with very good site-selectivity in favour of position 5 which is more reactive than position 2, due to steric reasons. The second attack occurs at position 2 which is more electron deficient than position 3. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.044
• 作为产物：
  描述：

  N-甲基吡咯 在 potassium phosphate 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲苯 为溶剂， 反应 24.0h， 生成 3-Bromo-2,5-bis(4-methoxyphenyl)-1-methylpyrrole
  参考文献：
  名称：

  Site-selective Suzuki–Miyaura reactions of 2,3,5-tribromo-N-methylpyrrole

  摘要：

  The first Suzuki-Miyaura reactions of 2,3,5-tribromo-N-methylpyrrole are reported. These reactions proceed with very good site-selectivity in favour of position 5 which is more reactive than position 2, due to steric reasons. The second attack occurs at position 2 which is more electron deficient than position 3. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.044

文献信息

• Site-selective Suzuki–Miyaura reactions of 2,3,5-tribromo-N-methylpyrrole
  作者：Serge-Mithérand Tengho Toguem、Olumide Fatunsin、Alexander Villinger、Peter Langer

  DOI：10.1016/j.tetlet.2011.05.044

  日期：2011.7

  The first Suzuki-Miyaura reactions of 2,3,5-tribromo-N-methylpyrrole are reported. These reactions proceed with very good site-selectivity in favour of position 5 which is more reactive than position 2, due to steric reasons. The second attack occurs at position 2 which is more electron deficient than position 3. (C) 2011 Elsevier Ltd. All rights reserved.