1-methylindole-3-methylene-tert-butylamine | 372954-86-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-methylindole-3-methylene-tert-butylamine
• 英文别名: N-tert-butyl-1-(1-methylindol-3-yl)methanimine
• CAS: 372954-86-4
• 化学式: C₁₄H₁₈N₂
• 分子量: 214.31
• InChiKey: AAHYKSBDXJVWFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-methylindole-3-methylene-tert-butylamine 在 正丁基锂 、 碘 作用下， 以 四氢呋喃 为溶剂， 反应 4.58h， 以72%的产率得到2-iodo-1-methylindole-3-methylene-tert-butylamine
  参考文献：
  名称：

  Synthesis of β- and γ-Carbolines by the Palladium-Catalyzed Iminoannulation of Internal Alkynes

  摘要：

  [GRAPHICS]A variety of substituted beta- and gamma -carbolines have been prepared in good to excellent yields by the annulation of internal acetylenes by the tert-butylimines of N-substituted 3-iodoindole-2-carboxaldehydes and 2-haloindole-3-carboxaldehydes, respectively, in the presence of a palladium catalyst.

  DOI：

  10.1021/ol010124w
• 作为产物：
  描述：

  1-甲基吲哚-3-甲醛 、 叔丁胺 反应 24.0h， 以100%的产率得到1-methylindole-3-methylene-tert-butylamine
  参考文献：
  名称：

  Synthesis of β- and γ-Carbolines by the Palladium-Catalyzed Iminoannulation of Internal Alkynes

  摘要：

  [GRAPHICS]A variety of substituted beta- and gamma -carbolines have been prepared in good to excellent yields by the annulation of internal acetylenes by the tert-butylimines of N-substituted 3-iodoindole-2-carboxaldehydes and 2-haloindole-3-carboxaldehydes, respectively, in the presence of a palladium catalyst.

  DOI：

  10.1021/ol010124w

文献信息

• Pd(II)-Catalyzed Synthesis of Carbolines by Iminoannulation of Internal Alkynes via Direct C−H Bond Cleavage Using Dioxygen as Oxidant
  作者：Shengtao Ding、Zhuangzhi Shi、Ning Jiao

  DOI：10.1021/ol100272s

  日期：2010.4.2

  A palladium-catalyzed iminoannulation of internal alkynes via direct C−H bond cleavage was developed. Dioxygen was employed as a clean oxidant in this kind of catalysis. Carbolines were synthesized from tert-butylimines of N-substituted indole-2-carboxaldehydes or indole-3-carboxaldehydes.

  通过直接CH键断裂，钯催化内部炔的亚氨基环化。在这种催化中，将氧气用作清洁氧化剂。咔啉由N-取代的吲哚-2-甲醛或吲哚-3-甲醛的叔丁基亚胺合成。
• Synthesis of <i>β</i>- and <i>γ</i>-Carbolines by the Palladium-Catalyzed Iminoannulation of Internal Alkynes
  作者：Haiming Zhang、Richard C. Larock

  DOI：10.1021/ol010124w

  日期：2001.10.1

  [GRAPHICS]A variety of substituted beta- and gamma -carbolines have been prepared in good to excellent yields by the annulation of internal acetylenes by the tert-butylimines of N-substituted 3-iodoindole-2-carboxaldehydes and 2-haloindole-3-carboxaldehydes, respectively, in the presence of a palladium catalyst.