6-cyclohexyl-8-methoxy-3,4-dimethylphenanthridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-cyclohexyl-8-methoxy-3,4-dimethylphenanthridine
• 化学式: C₂₂H₂₅NO
• 分子量: 319.447
• InChiKey: CKTGNTCVSPMIDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,3-二甲基苯胺 在 palladium diacetate silver(I) acetate 、 三乙胺 、 三氟乙酸 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 3.09h， 生成 6-cyclohexyl-8-methoxy-3,4-dimethylphenanthridine
  参考文献：
  名称：

  Palladium-Catalyzed Anilide ortho-Arylation and Subsequent One-Pot Cyclization to Phenanthridines

  摘要：

  [GRAPHICS]The palladium-catalyzed direct arylation of anilides possessing several N-acyl substituents has been demonstrated. Removal of the acyl group by base hydrolysis allows a short and efficient synthesis of 2-aryl or 2,6-diarylanilines. The method is functional group tolerant and allows the presence of chloride and bromide substituents on both the anilide and aryl iodide coupling components. The arylation products can be converted to phenanthridines by the reaction with trifluoroacetic anhydride.

  DOI：

  10.1021/jo701387m

文献信息

• Palladium-Catalyzed Anilide <i>ortho</i>-Arylation and Subsequent One-Pot Cyclization to Phenanthridines
  作者：Dmitry Shabashov、Olafs Daugulis

  DOI：10.1021/jo701387m

  日期：2007.9.1

  [GRAPHICS]The palladium-catalyzed direct arylation of anilides possessing several N-acyl substituents has been demonstrated. Removal of the acyl group by base hydrolysis allows a short and efficient synthesis of 2-aryl or 2,6-diarylanilines. The method is functional group tolerant and allows the presence of chloride and bromide substituents on both the anilide and aryl iodide coupling components. The arylation products can be converted to phenanthridines by the reaction with trifluoroacetic anhydride.