6-iodo-2,3,8,8a-tetrahydroindolizin-7(1H)-one | 1001078-39-2

• 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: 6-iodo-2,3,8,8a-tetrahydroindolizin-7(1H)-one
• 英文别名: 6-iodo-2,3,8,8a-tetrahydro-1H-indolizin-7-one
• CAS: 1001078-39-2
• 化学式: C₈H₁₀INO
• 分子量: 263.078
• InChiKey: JVPPZMMVQQSJTF-UHFFFAOYSA-N

物化性质

• 熔点：
  97-98 °C
• 沸点：
  287.9±40.0 °C(Predicted)
• 密度：
  1.86±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-iodo-2,3,8,8a-tetrahydroindolizin-7(1H)-one 、 3-硝基苯硼酸 在 barium dihydroxide 、 四(三苯基膦)钯 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.25h， 以57%的产率得到6-(3-nitrophenyl)-2,3,8,8a-tetrahydro-1H-indolizin-7-one
  参考文献：
  名称：

  Microwave-assisted Suzuki–Miyaura couplings on α-iodoenaminones

  摘要：

  A systematic study of alpha-iodination and subsequent Suzuki-Miyaura couplings between non-attenuated enaminones and a wide range of aromatic boronic acids is reported. The microwave-assisted variant of this transformation furnished the alpha-arylenaminones in significantly shorter reaction times and slightly improved yields as compared to conventional heating. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.078
• 作为产物：
  描述：

  2,3,8,8a-tetrahydroindolizin-7(1H)-one 在 碘 作用下， 以 吡啶 、 四氯化碳 为溶剂， 反应 5.0h， 以99%的产率得到6-iodo-2,3,8,8a-tetrahydroindolizin-7(1H)-one
  参考文献：
  名称：

  Microwave-assisted Suzuki–Miyaura couplings on α-iodoenaminones

  摘要：

  A systematic study of alpha-iodination and subsequent Suzuki-Miyaura couplings between non-attenuated enaminones and a wide range of aromatic boronic acids is reported. The microwave-assisted variant of this transformation furnished the alpha-arylenaminones in significantly shorter reaction times and slightly improved yields as compared to conventional heating. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.078

文献信息

• Microwave-assisted Suzuki–Miyaura couplings on α-iodoenaminones
  作者：Xin Wang、Brandon J. Turunen、Matthew W. Leighty、Gunda I. Georg

  DOI：10.1016/j.tetlet.2007.10.078

  日期：2007.12

  A systematic study of alpha-iodination and subsequent Suzuki-Miyaura couplings between non-attenuated enaminones and a wide range of aromatic boronic acids is reported. The microwave-assisted variant of this transformation furnished the alpha-arylenaminones in significantly shorter reaction times and slightly improved yields as compared to conventional heating. (C) 2007 Elsevier Ltd. All rights reserved.