(2,3-Dinitro-4-phenylbuta-1,3-dienyl)benzene | 145473-54-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (2,3-Dinitro-4-phenylbuta-1,3-dienyl)benzene
• CAS: 145473-54-7
• 化学式: C₁₆H₁₂N₂O₄
• 分子量: 296.282
• InChiKey: CDIAVOLAJKVLGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  吲哚 、 (2,3-Dinitro-4-phenylbuta-1,3-dienyl)benzene 在 zinc diacetate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以48%的产率得到1,4-diphenyl-3-nitro-9H-carbazole
  参考文献：
  名称：

  An original route to newly-functionalized indoles and carbazoles starting from the ring-opening of nitrothiophenes

  摘要：

  The multifaceted behavior of nitrobutadienes deriving from the initial ring-opening of nitrothiophenes finds a further clear-cut example in their Michael-type acceptor reactivity towards indole. Thus, depending on the starting diene, either newly-functionalized indoles or carbazoles are produced, the latter as the result of an appealing double (intermolecular + intramolecular) Michael-type addition to a nitrovinylic moiety. The outcome encompasses motifs for both mechanistic and synthetic interest in the field of heterocycles endowed with possible pharmacological activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.137

文献信息

• An original route to newly-functionalized indoles and carbazoles starting from the ring-opening of nitrothiophenes
  作者：Lara Bianchi、Gianluca Giorgi、Massimo Maccagno、Giovanni Petrillo、Carlo Scapolla、Cinzia Tavani

  DOI：10.1016/j.tetlet.2011.11.137

  日期：2012.2

  The multifaceted behavior of nitrobutadienes deriving from the initial ring-opening of nitrothiophenes finds a further clear-cut example in their Michael-type acceptor reactivity towards indole. Thus, depending on the starting diene, either newly-functionalized indoles or carbazoles are produced, the latter as the result of an appealing double (intermolecular + intramolecular) Michael-type addition to a nitrovinylic moiety. The outcome encompasses motifs for both mechanistic and synthetic interest in the field of heterocycles endowed with possible pharmacological activity. (C) 2011 Elsevier Ltd. All rights reserved.