2-allyl-3,4-dimethoxy-1-nitrobenzene

• 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-allyl-3,4-dimethoxy-1-nitrobenzene
• 英文别名: 1,2-Dimethoxy-4-nitro-3-prop-2-enylbenzene；1,2-dimethoxy-4-nitro-3-prop-2-enylbenzene
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: RCHGBYLZLAUOAH-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：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-allyl-3,4-dimethoxy-1-nitrobenzene 在 palladium 10% on activated carbon 、 肼 作用下， 以 甲苯 、 水 为溶剂， 反应 25.17h， 以84%的产率得到4,5-dimethoxy-2-methyl-2,3-dihydro-1H-indole
  参考文献：
  名称：

  Synthesis of oxygenated 2-methylindolines

  摘要：

  A palladium-mediated high-yielding synthesis of oxygenated 2-methylindolines 4 from 2-allylnitrobenzene 1 and hydrazine is developed. The one-pot route combines the reduction of 2-allylnitrobenzene 1 and the sequential intramolecular hydroamination. The protocol provides a novel alternative for the synthesis of substituted 2-methylindoline 4. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.095
• 作为产物：
  描述：

  2-甲氧基-5-硝基苯酚 在 potassium carbonate 作用下， 以 丙酮 、 萘烷 为溶剂， 反应 21.67h， 生成 2-allyl-3,4-dimethoxy-1-nitrobenzene
  参考文献：
  名称：

  Synthesis of Dihydro-1-benzazepines

  摘要：

  A synthetic route toward the benzannulated dihydro-1-benzazepines (8) with two oxygenated groups starting with 2-methoxy-5-nitrophenol (2) in high total yield is described. Two key routes are carried by Claisen rearrangement of allyl phenyl ethers (3) and ring-closing metathesis of dienes (7).

  DOI：

  10.3987/com-13-12729

文献信息

• Synthesis of Dihydro-1-benzazepines
  作者：Meng-Yang Chang、Chieh-Kai Chan、Shin-Ying Lin

  DOI：10.3987/com-13-12729

  日期：——

  A synthetic route toward the benzannulated dihydro-1-benzazepines (8) with two oxygenated groups starting with 2-methoxy-5-nitrophenol (2) in high total yield is described. Two key routes are carried by Claisen rearrangement of allyl phenyl ethers (3) and ring-closing metathesis of dienes (7).
• Synthesis of oxygenated 2-methylindolines
  作者：Meng-Yang Chang、Yi-Chia Chen、Chieh-Kai Chan

  DOI：10.1016/j.tetlet.2014.03.095

  日期：2014.4

  A palladium-mediated high-yielding synthesis of oxygenated 2-methylindolines 4 from 2-allylnitrobenzene 1 and hydrazine is developed. The one-pot route combines the reduction of 2-allylnitrobenzene 1 and the sequential intramolecular hydroamination. The protocol provides a novel alternative for the synthesis of substituted 2-methylindoline 4. (C) 2014 Elsevier Ltd. All rights reserved.