methyl phenanthridine-4-carboxylate | 1338060-85-7

• 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: methyl phenanthridine-4-carboxylate
• CAS: 1338060-85-7
• 化学式: C₁₅H₁₁NO₂
• 分子量: 237.258
• InChiKey: NMSTZBYGHNDISW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 2-((2-Iodobenzyl)amino)benzoate 以 乙腈 为溶剂， 反应 2.0h， 以95%的产率得到methyl phenanthridine-4-carboxylate
  参考文献：
  名称：

  Synthesis of Phenanthridine Derivatives via Photolysis

  摘要：

  An improved photochemical method for producing the prolifically bioactive phenanthridine system is reported. A wide variety of derivatives were obtained in two steps in yields ranging from 31 to 95%.

  DOI：

  10.1021/jo201542x

文献信息

• Substituent-Guided Switch between CH Activation and Decarboxylative Cross-Coupling during Palladium/Copper-Catalyzed Cascade Reactions of 2-Aminobenzoates with 2-Haloarylaldehydes
  作者：Subhendu Bhowmik、Garima Pandey、Sanjay Batra

  DOI：10.1002/chem.201301705

  日期：2013.8.5

  Phenanthridines, pyrazole[4,3‐c]quinolines and isocryptolepine were prepared in one step from the Pd/Cu‐catalyzed reaction between potassium 2‐aminobenzoates and 2‐haloarylaldehydes (see scheme). Although the reactions of 2‐aminobenzoates proceeded via a cascade imination/CH functionalization, the reactions of 6‐nitro‐2‐aminobenzoates ensued via a tandem imination/decarboxylative cross‐coupling.

  级联转换：由2-氨基苯甲酸钾和2-卤代芳基醛之间的Pd / Cu催化反应一步制得菲啶，吡唑[4,3- c ]喹啉和异隐油菜碱（参见方案）。虽然经由级联亚胺化/ C进行2-氨基苯甲酸酯反应 ħ官能化，6-硝基-2-氨基苯甲酸酯的反应中通过串联亚胺化/脱羧交叉偶联接踵而至。
• Synthesis of Phenanthridine Derivatives via Photolysis
  作者：Anna M. Linsenmeier、Craig M. Williams、Stefan Bräse

  DOI：10.1021/jo201542x

  日期：2011.11.4

  An improved photochemical method for producing the prolifically bioactive phenanthridine system is reported. A wide variety of derivatives were obtained in two steps in yields ranging from 31 to 95%.