7-methoxy-2-(4-methoxyphenyl)quinoline | 1487429-19-5

• 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: 7-methoxy-2-(4-methoxyphenyl)quinoline
• 英文别名: 7-Methoxy-2-(4-methoxyphenyl)quinoline
• CAS: 1487429-19-5
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: GRAREUVKBQMHDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 三氟化硼乙醚 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以96%的产率得到7-methoxy-2-(4-methoxyphenyl)quinoline
  参考文献：
  名称：

  BF3•Et2O介导的Cbz保护2-氨基查耳酮合成2-芳基喹啉

  摘要：

  A novel approach to producing the quinoline skeleton from 2-aminochalcone was developed. Treatment of benzyloxycarbonyl (Cbz)-protected 2-aminochalcones with BF3 center dot Et2O afforded quinoline derivatives via the deprotection of the Cbz group and isomerization of olefin in a one-pot reaction. The reaction of various 2-aminochalcones proceeded to give the corresponding 2-arylquinoline derivatives in good yields. This method is applicable to the rapid synthesis of dubamine.

  DOI：

  10.3987/com-16-s(s)35

文献信息

• Synthetic Utility of Propylphosphonic Anhydride–DMSO Media: An Efficient One-pot Three-component Synthesis of 2-Arylquinolines
  作者：Kereyagalahally H. Narasimhamurthy、Siddappa Chandrappa、Kothanahally S. Sharath Kumar、Toreshettahally R. Swaroop、Kanchugarakoppal S. Rangappa

  DOI：10.1246/cl.130432

  日期：2013.9.5

  Propylphosphonic anhydride (T3P®)–DMSO-mediated one-pot three-component synthesis which provides 2-arylquinolines in a single step from benzyl alcohols, anilines, and ethyl vinyl ether by the modified Povarov reaction has been demonstrated. T3P®–DMSO is a mild and low-toxic peptide coupling agent and an easy to handle reagent for bulk reactions at room temperature.

  三丙基膦酸酐（T3P®）-二甲基亚砜介导的一锅法三组分合成，通过改良的Povarov反应，从苄醇、苯胺和乙基乙烯基醚一步生成2-芳基喹啉，已经得到验证。T3P®-DMSO是一种温和、低毒性的肽偶联剂，也是易于处理、适用于室温下批量反应的试剂。
• Concise synthesis of 2,3-disubstituted quinoline derivatives <i>via</i> ruthenium-catalyzed three-component deaminative coupling reaction of anilines, aldehydes and amines
  作者：Aldiyar Shakenov、Krishna Prasad Gnyawali、Chae S. Yi

  DOI：10.1039/d3ob00348e

  日期：——

  was found to be a highly effective catalyst for the three-component deaminative coupling reaction of anilines with aldehydes and allylamines to form 2,3-disubstituted quinoline products. The analogous coupling reaction of anilines with aldehydes and cyclic enamines led to the selective formation of the tricyclic quinoline derivatives. The reaction profile study showed that the imine is initially formed

  Ru–H 络合物 (PCy 3 ) 2 (CO)RuHCl ( 1) 被发现是苯胺与醛和烯丙胺的三组分脱氨偶联反应生成 2,3-二取代喹啉产物的高效催化剂。苯胺与醛和环烯胺的类似偶联反应导致选择性形成三环喹啉衍生物。反应曲线研究表明，亚胺最初是由苯胺和醛脱水偶联而成，然后与胺底物发生脱氨偶联和环化反应生成喹啉产物。催化偶联法提供了一种高效的 2,3-二取代喹啉衍生物合成方法，无需使用任何反应试剂或形成无用的副产物。