2-iodo-6-methoxybenzylamine | 1379328-99-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-iodo-6-methoxybenzylamine
• 英文别名: (2-Iodo-6-methoxyphenyl)methanamine
• CAS: 1379328-99-0
• 化学式: C₈H₁₀INO
• 分子量: 263.078
• InChiKey: GZQUIFCHYJCIJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-iodo-6-methoxybenzylamine 在 4-甲基苯磺酸吡啶 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 8.0h， 以47%的产率得到(E)-4-((4-(5-hydroxy-3-methylpent-3-en-1-yl)-1H-1,2,3-triazol-1-yl)methyl)benzonitrile
  参考文献：
  名称：

  Synthesis of Farnesol Analogues Containing Triazoles in Place of Isoprenes through ‘Click Chemistry’

  摘要：

  A solid-phase three-component Huisgen reaction has been used to generate polar farnesol and farnesyl diphosphate analogues. The Cu(I)-catalyzed 1,3-cycloadditions of various azides with solid supported (E)-3-methylhept-2-en-6-yn-1-ol provided only the 1,4-disubstituted 1,2,3-triazole regioisomers. The organic azides were generated in situ to minimize handling of potentially explosive azides. We have employed this powerful 'click chemistry' to make farnesol analogues where both beta- and gamma-isoprenes were replaced by triazole and substituted aromatic rings, respectively.

  DOI：

  10.1055/s-0031-1290461
• 作为产物：
  描述：

  4-三氟甲氧基溴苄 、 在 copper(l) iodide 、 sodium azide 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 2-iodo-6-methoxybenzylamine
  参考文献：
  名称：

  Synthesis of Farnesol Analogues Containing Triazoles in Place of Isoprenes through ‘Click Chemistry’

  摘要：

  A solid-phase three-component Huisgen reaction has been used to generate polar farnesol and farnesyl diphosphate analogues. The Cu(I)-catalyzed 1,3-cycloadditions of various azides with solid supported (E)-3-methylhept-2-en-6-yn-1-ol provided only the 1,4-disubstituted 1,2,3-triazole regioisomers. The organic azides were generated in situ to minimize handling of potentially explosive azides. We have employed this powerful 'click chemistry' to make farnesol analogues where both beta- and gamma-isoprenes were replaced by triazole and substituted aromatic rings, respectively.

  DOI：

  10.1055/s-0031-1290461

文献信息

• Palladium-Catalyzed Synthesis of 1,2,3,4-Tetrahydro-5H-2-benzazepin-5-ones
  作者：Howard Alper、Kazumi Okuro

  DOI：10.1055/s-0032-1317183

  日期：——

  Palladium-catalyzed intermolecular cyclocarbonylation of 2-iodobenzylamines with Michael acceptors produces 1,2,3,4-tetrahydro-5H-2-benzazepin-5-one derivatives in moderate to good yields. This methodology enables the direct preparation of highly functionalized 1,2,3,4-tetrahydro-5H-2-benzazepin-5-ones from readily available starting materials.

  钯催化的 2-碘苄胺与迈克尔受体的分子间环羰基化产生 1,2,3,4-四氢-5H-2-benzazepin-5-one 衍生物，产率中等至良好。这种方法能够从容易获得的起始材料直接制备高度官能化的 1,2,3,4-四氢-5H-2-benzazepin-5-ones。