1-allyl-2-(prop-2-ynyl)-1,2,3,4-tetrahydroisoquinoline | 1227403-20-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 1-allyl-2-(prop-2-ynyl)-1,2,3,4-tetrahydroisoquinoline
• 英文别名: 1-prop-2-enyl-2-prop-2-ynyl-3,4-dihydro-1H-isoquinoline
• CAS: 1227403-20-4
• 化学式: C₁₅H₁₇N
• 分子量: 211.307
• InChiKey: TWSSCYOLRGMLCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(丙-2-炔-1-基)-1,2,3,4-四氢异喹啉 、 烯丙基三丁基锡 在 叔丁基过氧化氢 、 iron(III) chloride hexahydrate 作用下， 以 水 、 乙腈 为溶剂， 以65%的产率得到1-allyl-2-(prop-2-ynyl)-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  FeCl₃-Catalyzed Oxidative Allylation of sp² and sp³ C−H Bond Adjacent to a Nitrogen Atom: Easy Access to Homoallyl Tertiary Amines

  摘要：

  Oxidative allylation to sp(2)- and sp(3)-carbon attached to the nitrogen atom was accomplished. The alpha-allylation of tertiary amines was catalyzed by easily available hydrated iron(III) chloride in combination with air or aqueous (BuOOH)-Bu-t. Remarkably, N-allyl- and N-propagyl-tethered tertiary amines were also allylated through this protocol.

  DOI：

  10.1021/jo1005813

文献信息

• FeCl₃-Catalyzed Oxidative Allylation of sp² and sp³ C−H Bond Adjacent to a Nitrogen Atom: Easy Access to Homoallyl Tertiary Amines
  作者：Gullapalli Kumaraswamy、Akula Narayana Murthy、Arigala Pitchaiah

  DOI：10.1021/jo1005813

  日期：2010.6.4

  Oxidative allylation to sp(2)- and sp(3)-carbon attached to the nitrogen atom was accomplished. The alpha-allylation of tertiary amines was catalyzed by easily available hydrated iron(III) chloride in combination with air or aqueous (BuOOH)-Bu-t. Remarkably, N-allyl- and N-propagyl-tethered tertiary amines were also allylated through this protocol.