1-(4-methoxyphenyl)-3,3-dimethyl-8-phenyl-3,8-dihydroindeno[2,1-b]pyrrol-2-one | 1303541-26-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1-(4-methoxyphenyl)-3,3-dimethyl-8-phenyl-3,8-dihydroindeno[2,1-b]pyrrol-2-one
• 英文别名: 3-(4-methoxyphenyl)-1,1-dimethyl-4-phenyl-4H-indeno[2,1-b]pyrrol-2-one
• CAS: 1303541-26-5
• 化学式: C₂₆H₂₃NO₂
• 分子量: 381.474
• InChiKey: HZYNUINAWWZMOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-3,3-dimethyl-8-phenyl-3,8-dihydroindeno[2,1-b]pyrrol-2-one 以 甲苯 为溶剂， 反应 24.0h， 以88%的产率得到1-(4-methoxyphenyl)-3,3-dimethyl-8-phenyl-3,3a-dihydroindeno[2,1-b]pyrrol-2-one
  参考文献：
  名称：

  Interaction of β-Lactam Carbenes with 3,6-Diphenyltetrazines: A Five-Step Cascade Reaction for the Direct Construction of Indeno[2,1-b]pyrrol-2-ones

  摘要：

  A study of the nudeophilic addition of beta-lactam carbenes to 3,6-diphenyltetrazines is reported. Instead of the formation of pyrazole derivatives like most reactions between nucleophilic or ambiphilic carbenes and 3,6-disubstituted tetrazines, beta-lactam carbenes reacted with 3,6-diphenyltetrazines to produce indeno[2,1-b]pyrrol-2-ones in good yields. The reaction proceeds most probably through a five-step cascade process. This work has not only provided a one-pot operation for the efficient construction of mutisubstituted indeno[2,1-b]pyrrol-2-ones but also revealed the nucleophilicity of beta-lactam carbenes.

  DOI：

  10.1021/jo200499u
• 作为产物：
  描述：

  3,6-二苯基-1,2,4,5-四嗪 、 1,7,8-triaza-1-<4-methoxyphenyl>-3,3,6,6-tetramethyl-5-oxa-2-oxospiro<3,4>oct-7-ene 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以80%的产率得到1-(4-methoxyphenyl)-3,3-dimethyl-8-phenyl-3,8-dihydroindeno[2,1-b]pyrrol-2-one
  参考文献：
  名称：

  Interaction of β-Lactam Carbenes with 3,6-Diphenyltetrazines: A Five-Step Cascade Reaction for the Direct Construction of Indeno[2,1-b]pyrrol-2-ones

  摘要：

  A study of the nudeophilic addition of beta-lactam carbenes to 3,6-diphenyltetrazines is reported. Instead of the formation of pyrazole derivatives like most reactions between nucleophilic or ambiphilic carbenes and 3,6-disubstituted tetrazines, beta-lactam carbenes reacted with 3,6-diphenyltetrazines to produce indeno[2,1-b]pyrrol-2-ones in good yields. The reaction proceeds most probably through a five-step cascade process. This work has not only provided a one-pot operation for the efficient construction of mutisubstituted indeno[2,1-b]pyrrol-2-ones but also revealed the nucleophilicity of beta-lactam carbenes.

  DOI：

  10.1021/jo200499u

文献信息

• Interaction of β-Lactam Carbenes with 3,6-Diphenyltetrazines: A Five-Step Cascade Reaction for the Direct Construction of Indeno[2,1-<i>b</i>]pyrrol-2-ones
  作者：Juan Xing、Xiao-Rong Wang、Cai-Xia Yan、Ying Cheng

  DOI：10.1021/jo200499u

  日期：2011.6.3

  A study of the nudeophilic addition of beta-lactam carbenes to 3,6-diphenyltetrazines is reported. Instead of the formation of pyrazole derivatives like most reactions between nucleophilic or ambiphilic carbenes and 3,6-disubstituted tetrazines, beta-lactam carbenes reacted with 3,6-diphenyltetrazines to produce indeno[2,1-b]pyrrol-2-ones in good yields. The reaction proceeds most probably through a five-step cascade process. This work has not only provided a one-pot operation for the efficient construction of mutisubstituted indeno[2,1-b]pyrrol-2-ones but also revealed the nucleophilicity of beta-lactam carbenes.