4-(4-methoxybenzoyl)-1H-pyrrole-2-carbaldehyde | 1144047-28-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-methoxybenzoyl)-1H-pyrrole-2-carbaldehyde
• CAS: 1144047-28-8
• 化学式: C₁₃H₁₁NO₃
• 分子量: 229.235
• InChiKey: IFVMWOVYNYRRET-UHFFFAOYSA-N

物化性质

• 沸点：
  451.0±40.0 °C(predicted)
• 密度：
  1.262±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  59.16
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(4-methoxybenzoyl)-1H-pyrrole-2-carbaldehyde 、 (3-Brom-1-propenyl)phosphonsaeure-diethylester 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以82%的产率得到diethyl 2-(4-methoxybenzoyl)indolizin-7-ylphosphonate
  参考文献：
  名称：

  Synthesis of Nitrogen Bridgehead Heterocycles with Phosphonates via a Novel Tandem Process

  摘要：

  A novel and efficient method was developed for the synthesis of nitrogen bridgehead heterocycles with phosphonates. Nitrogen containing five-membered heterocyclic aldehyde and diethyl 3-bromoprop-1-enylphosphonate were used as substrates. Bridgehead nitrogen-containing arylphosphonates were obtained via one-pot reaction including four steps: S(N)2, deprotonation followed by electron flow, nucleophic additon and elimination of water.

  DOI：

  10.3987/com-12-12661

文献信息

• Synthesis of 7-cyanoindolizine derivatives via a tandem reaction
  作者：Xian-Sheng Zhang、Bin Wang、Jiong Jia、Yan-Qing Ge、Jianwu Wang

  DOI：10.1515/hc-2016-0223

  日期：2017.4.1

  Abstract: A series of 2-substituted and 2,3-disubstituted 5-cyanoindolizine derivatives were conveniently synthesized by a one-pot tandem reaction under mild conditions in moderate yields. The reaction mechanism was proposed.

  摘要：通过一锅串联反应在温和条件下以中等产率方便地合成了一系列 2-取代和 2,3-二取代 5-氰基茚茚衍生物。提出了反应机理。
• A Facile Approach to Indolizines via Tandem Reaction
  作者：Jianwu Wang、Yan-Qing Ge、Jiong Jia、He Yang、Gui-Long Zhao、Fu-Xu Zhan

  DOI：10.3987/com-08-11570

  日期：——

  Indolizines were synthesized by a novel tandem reaction at rt. The operation was simple and convenient. Various indolizine derivatives were obtained in good yields. The reaction mechanism was also proposed.