4-(2-甲基-5-苯基-1H-吡咯-1-基)苯甲腈 | 597545-02-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 4-(2-甲基-5-苯基-1H-吡咯-1-基)苯甲腈
• 英文名称: 4-(2-methyl-5-phenyl-1H-pyrrol-1-yl)benzonitrile
• 英文别名: 4-(2-methyl-5-phenylpyrrol-1-yl)benzonitrile
• CAS: 597545-02-3
• 化学式: C₁₈H₁₄N₂
• 分子量: 258.323
• InChiKey: RNQMOBULXCUKFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  28.7
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-苯基-1,4-戊二酮 、 对硝基苯甲腈 在 indium 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以75%的产率得到4-(2-甲基-5-苯基-1H-吡咯-1-基)苯甲腈
  参考文献：
  名称：

  Indium-mediated one-pot pyrrole synthesis from nitrobenzenes and 1,4-diketones

  摘要：

  One-pot reduction-triggered heterocyclizations of nitrobenzene derivatives with 1,4-diketones were investigated. In the presence of indium/AcOH in toluene at 80 degrees C, reaction of nitrobenzenes with 2,5-hexadione produced moderate to excellent yields (40-98%) of the corresponding pyrroles within 1.5-24 h depending on the substituents of the starting materials. Similarly, the reaction of nitrobenzenes with 1-phenyl-1,4-pantanedione in the presence of indium/AcOH in toluene at reflux afforded the corresponding pyrroles within 0.5-24 h with 60-98% yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.113

文献信息

• Indium-mediated one-pot pyrrole synthesis from nitrobenzenes and 1,4-diketones
  作者：Hyunseung Lee、Byeong Hyo Kim

  DOI：10.1016/j.tet.2013.05.113

  日期：2013.8

  One-pot reduction-triggered heterocyclizations of nitrobenzene derivatives with 1,4-diketones were investigated. In the presence of indium/AcOH in toluene at 80 degrees C, reaction of nitrobenzenes with 2,5-hexadione produced moderate to excellent yields (40-98%) of the corresponding pyrroles within 1.5-24 h depending on the substituents of the starting materials. Similarly, the reaction of nitrobenzenes with 1-phenyl-1,4-pantanedione in the presence of indium/AcOH in toluene at reflux afforded the corresponding pyrroles within 0.5-24 h with 60-98% yields. (C) 2013 Elsevier Ltd. All rights reserved.