N-(4-nitrophenyl)quinolin-3-amine | 1037522-47-6

• 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: N-(4-nitrophenyl)quinolin-3-amine
• CAS: 1037522-47-6
• 化学式: C₁₅H₁₁N₃O₂
• 分子量: 265.271
• InChiKey: QOYUCBVSLKHWBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-溴喹啉 、 4-硝基苯胺 在 palladium diacetate 氢氧化钾 、 2-(二环己基膦基)联苯 作用下， 以 水 、 甲苯 为溶剂， 反应 0.5h， 以83%的产率得到N-(4-nitrophenyl)quinolin-3-amine
  参考文献：
  名称：

  Study of the microwave-assisted hydrolysis of nitriles and esters and the implementation of this system in rapid microwave-assisted Pd-catalyzed amination

  摘要：

  Microwave-assisted hydrolysis of benzonitriles and methyl benzoates has been studied using a toluene/concd aq KOH two phase system in the presence and absence of phase transfer catalyst. Conditions to allow and avoid smooth hydrolysis could be identified. Based on the latter, the first microwave protocol which allows the rapid Pd-catalyzed amination of aliphatic amines with chlorobenzenes containing sensitive functional groups has been developed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.028

文献信息

• Ligand-Enabled Gold-Catalyzed C(sp²)–N Cross-Coupling Reactions of Aryl Iodides with Amines
  作者：Manjur O. Akram、Avishek Das、Indradweep Chakrabarty、Nitin T. Patil

  DOI：10.1021/acs.orglett.9b03082

  日期：2019.10.4

  example of ancillary (P,N)-ligand-enabled gold-catalyzed C-N cross-coupling reactions of aryl iodides with amines is reported. The high generality of the reaction in de novo synthesis, late-stage modifications, and cascade processes to access functionalized indolinones and carbazoles underscores the synthetic potential of the presented strategy. Monitoring the reaction with ESI-HRMS and NMR provided strong

  报道了芳基碘化物与胺的辅助（P，N）-配体使能的金催化的CN交叉偶联反应的第一个例子。在从头合成，后期修饰和级联过程中获得官能化的吲哚酮和咔唑的反应具有很高的通用性，这突出了所提出策略的合成潜力。用ESI-HRMS和NMR监测反应为原位形成假定的高价Au（III）中间体提供了有力的证据。
• Study of the microwave-assisted hydrolysis of nitriles and esters and the implementation of this system in rapid microwave-assisted Pd-catalyzed amination
  作者：Gitte Van Baelen、Bert U.W. Maes

  DOI：10.1016/j.tet.2008.03.028

  日期：2008.6

  Microwave-assisted hydrolysis of benzonitriles and methyl benzoates has been studied using a toluene/concd aq KOH two phase system in the presence and absence of phase transfer catalyst. Conditions to allow and avoid smooth hydrolysis could be identified. Based on the latter, the first microwave protocol which allows the rapid Pd-catalyzed amination of aliphatic amines with chlorobenzenes containing sensitive functional groups has been developed. (c) 2008 Elsevier Ltd. All rights reserved.