5,7,8-Tribrom-isochinolin | 81045-40-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 5,7,8-Tribrom-isochinolin
• 英文别名: 5,7,8-tribromo-isoquinoline；5,7,8-Tribromoisoquinoline
• CAS: 81045-40-1
• 化学式: C₉H₄Br₃N
• 分子量: 365.849
• InChiKey: DNTWNLASLUOWST-UHFFFAOYSA-N

物化性质

• 沸点：
  413.6±40.0 °C(Predicted)
• 密度：
  2.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  三烯丙基硼烷 、 5,7,8-Tribrom-isochinolin 在 异丙醇 、 sodium hydroxide 作用下， 以 苯 为溶剂， 反应 2.5h， 以82%的产率得到(1S,3S)-1,3-Diallyl-5,7,8-tribromo-1,2,3,4-tetrahydro-isoquinoline
  参考文献：
  名称：

  Allylboration of functionalized isoquinolines

  摘要：

  Functionalized isoquinolines react with triallylborane to produce 1,3-diallylated 1,2,3,4-tetrahydroisoquinolines 1-8 with excellent chemo- and stereoselectivity. In these conditions 4-bromoisoquinoline was converted into tricyclic aziridine 10. Synthesis of monoallylated tetrahydroisoquinolines using allyldipropylborane and reduction with NaBH4 was also developed. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)01406-7

文献信息

• Allylboration of functionalized isoquinolines
  作者：Fedor V Pastukhov、Ilia V Yampolsky、Yuri N Bubnov

  DOI：10.1016/s0022-328x(02)01406-7

  日期：2002.9

  Functionalized isoquinolines react with triallylborane to produce 1,3-diallylated 1,2,3,4-tetrahydroisoquinolines 1-8 with excellent chemo- and stereoselectivity. In these conditions 4-bromoisoquinoline was converted into tricyclic aziridine 10. Synthesis of monoallylated tetrahydroisoquinolines using allyldipropylborane and reduction with NaBH4 was also developed. (C) 2002 Elsevier Science B.V. All rights reserved.