1,3-dimethyl-5,6,7,7a-tetrahydro-4H-indol-2-one

• 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: 1,3-dimethyl-5,6,7,7a-tetrahydro-4H-indol-2-one
• 化学式: C₁₀H₁₅NO
• 分子量: 165.235
• InChiKey: JNFDSDGVTCHWEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-cyclohexylidenemethylamine 在 吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 、 sodium iodide 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 3.0h， 生成 1,3-dimethyl-5,6,7,7a-tetrahydro-4H-indol-2-one
  参考文献：
  名称：

  Is an Iodine Atom Almighty as a Leaving Group for Bu₃SnH-Mediated Radical Cyclization? The Effect of a Halogen Atom on the 5-Endo-trig Radical Cyclization of N-Vinyl-α-halo Amides

  摘要：

  The effect of a halogen atom as a leaving group on Bu3SnH-mediated 5-endo-trig radical cyclization of N-(cyclohex-l-enyl) alpha-halo amides was examined. The cyclization of alpha-chloro amides occurred with a high degree of efficiency, whereas the corresponding alpha-iodo congeners gave only limited quantities of cyclization products. A detailed study revealed that these phenomena could be attributed to the initial conformations of alpha-halo amides. The cyclizing ability of alpha-iodo amides can be restored with Bu3SnCl or Bu3SnF as an additive. The cyclization of an alpha-iodo amide in the presence of Bu3SnF could be applied to a short-step synthesis of lycoranes featuring sequential 5-endo-trig and 6-endo-trig radical cyclizations.

  DOI：

  10.1021/jo020007u

文献信息

• Ishibashi; Matsukida; Toyao, Synlett, 2000, # 10, p. 1497 - 1499
  作者：Ishibashi、Matsukida、Toyao、Tamura、Takeda

  DOI：——

  日期：——