Methyl 7-fluoro-1-phenyl-3-prop-2-enylisoquinoline-4-carboxylate | 1198278-67-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: Methyl 7-fluoro-1-phenyl-3-prop-2-enylisoquinoline-4-carboxylate
• CAS: 1198278-67-9
• 化学式: C₂₀H₁₆FNO₂
• 分子量: 321.351
• InChiKey: NUXMNEBULSCRBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  Methyl 2-(2-benzoyl-4-fluorophenyl)-2-cyanoacetate 、 3-溴丙烯 在 indium 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以76%的产率得到Methyl 7-fluoro-1-phenyl-3-prop-2-enylisoquinoline-4-carboxylate
  参考文献：
  名称：

  An expedient synthesis of poly-substituted 1-arylisoquinolines from δ-ketonitriles via indium-mediated Barbier reaction protocol

  摘要：

  We developed an efficient synthetic strategy of poly-substituted 1-arylisoquinolines via an indium-mediated Barbier type allylation from delta-ketonitriles. Initial attack of allylindium species Occurred at the nitrile group selectively to form the enamine intermediate, which reacted with the ketone group intramolecularly to furnish the isoquinolines. (C) 2009 Elsevier Ltd All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.013

文献信息

• An expedient synthesis of poly-substituted 1-arylisoquinolines from δ-ketonitriles via indium-mediated Barbier reaction protocol
  作者：Sung Hwan Kim、Hyun Seung Lee、Ko Hoon Kim、Jae Nyoung Kim

  DOI：10.1016/j.tetlet.2009.09.013

  日期：2009.11

  We developed an efficient synthetic strategy of poly-substituted 1-arylisoquinolines via an indium-mediated Barbier type allylation from delta-ketonitriles. Initial attack of allylindium species Occurred at the nitrile group selectively to form the enamine intermediate, which reacted with the ketone group intramolecularly to furnish the isoquinolines. (C) 2009 Elsevier Ltd All rights reserved.