1,3,7-trimethoxyacridine

• 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: 1,3,7-trimethoxyacridine
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: JWKWSDMMZKDOAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  40.58
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-羟基-5-甲氧基苯甲醛 在 palladium diacetate 、 potassium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 13.1h， 生成 1,3,7-trimethoxyacridine
  参考文献：
  名称：

  Pd(II)-Catalyzed One-Pot, Three-Step Route for the Synthesis of Unsymmetrical Acridines

  摘要：

  Unsymmetric acridines are synthesized via a one-pot amination/cyclization/aromatization reaction for the first time. With Pd(OAc)(2)-X-Phos as the catalyst, a series of unsymmetric acridines are obtained in moderate to excellent yields (up to 99% yield). Meanwhile, the diphenylamine intermediate could be isolated, which is evidence of the domino process.

  DOI：

  10.1021/ol402596g

文献信息

• Facile synthesis of acridines via Pd(0)-diphosphine complex-catalyzed tandem coupling/cyclization protocol
  作者：Ting-Jun Wang、Wen-Wen Chen、Yi Li、Ming-Hua Xu

  DOI：10.1039/c5ob00755k

  日期：——

  A facile and efficient approach for the synthesis of a variety of acridines via the tandem coupling/cyclization of substituted 2-bromobenzaldehydes and anilines is described. The reaction can be accomplished with ease in the presence of a catalytic amount of Pd2(dba)3 and diphosphine ligand dppf, providing a broad range of substituted acridines in good to excellent yields (up to 99%). The Lewis acid

  描述了通过取代的2-溴苯甲醛和苯胺的串联偶联/环化来合成各种cr啶的简便有效的方法。在催化量的Pd 2（dba）3和二膦配体dppf的存在下，可以轻松完成反应，从而以良好至极佳的收率（高达99％）提供广泛的取代cr啶。需要路易斯酸AlCl 3来促进较少电子富集的苯胺的环化。
• Pd(II)-Catalyzed One-Pot, Three-Step Route for the Synthesis of Unsymmetrical Acridines
  作者：Hai-Ming Guo、Run-Ze Mao、Qiao-Tian Wang、Hong-Ying Niu、Ming-Sheng Xie、Gui-Rong Qu

  DOI：10.1021/ol402596g

  日期：2013.11

  Unsymmetric acridines are synthesized via a one-pot amination/cyclization/aromatization reaction for the first time. With Pd(OAc)(2)-X-Phos as the catalyst, a series of unsymmetric acridines are obtained in moderate to excellent yields (up to 99% yield). Meanwhile, the diphenylamine intermediate could be isolated, which is evidence of the domino process.