ethyl 2-(4-acetylphenyl)-2-nitroacetate | 1355333-03-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-(4-acetylphenyl)-2-nitroacetate
• 英文别名: Ethyl 2-(4-acetylphenyl)-2-nitroacetate
• CAS: 1355333-03-7
• 化学式: C₁₂H₁₃NO₅
• 分子量: 251.239
• InChiKey: FOMVIYPNKKNNCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(4-acetylphenyl)-2-nitroacetate 在 potassium fluoride 、 四丁基氟化铵 、 碘甲烷 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以51%的产率得到ethyl 2-(4-acetylphenyl)-2-oxoacetate
  参考文献：
  名称：

  2-Aryl-2-nitroacetates as Central Precursors to Aryl Nitromethanes, α-Ketoesters, and α-Amino Acids

  摘要：

  Nitroarylacetates are useful small molecular building blocks that act as precursors to alpha-ketoesters and aryl nitromethanes as well as alpha-amino acids. Methods were developed that produce each of these compound types in good yields. Two different conditions for decarboxylation are discussed for substrates with neutral and electron-poor aryl groups versus electron-rich aryl groups. For formation of the alpha-ketoesters, new mild conditions for the Nef disproportionation were identified.

  DOI：

  10.1021/jo302071s
• 作为产物：
  描述：

  硝基乙酸乙酯 、 4-溴苯乙酮 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 cesium bicarbonate 、 2-二-叔丁膦基-2',4',6'-三异丙基联苯 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以96%的产率得到ethyl 2-(4-acetylphenyl)-2-nitroacetate
  参考文献：
  名称：

  Efficient Palladium-Catalyzed Cross-Coupling of Highly Acidic Substrates, Nitroacetates

  摘要：

  Palladium-catalyzed cross-coupling conditions were developed that efficiently afford 2-aryl-2-nitroacetates from aryl bromides and the very acidic nitroacetates.

  DOI：

  10.1021/ol203303b

文献信息

• 2-Aryl-2-nitroacetates as Central Precursors to Aryl Nitromethanes, α-Ketoesters, and α-Amino Acids
  作者：Alison E. Metz、Marisa C. Kozlowski

  DOI：10.1021/jo302071s

  日期：2013.1.18

  Nitroarylacetates are useful small molecular building blocks that act as precursors to alpha-ketoesters and aryl nitromethanes as well as alpha-amino acids. Methods were developed that produce each of these compound types in good yields. Two different conditions for decarboxylation are discussed for substrates with neutral and electron-poor aryl groups versus electron-rich aryl groups. For formation of the alpha-ketoesters, new mild conditions for the Nef disproportionation were identified.
• Efficient Palladium-Catalyzed Cross-Coupling of Highly Acidic Substrates, Nitroacetates
  作者：Alison E. Metz、Simon Berritt、Spencer D. Dreher、Marisa C. Kozlowski

  DOI：10.1021/ol203303b

  日期：2012.2.3

  Palladium-catalyzed cross-coupling conditions were developed that efficiently afford 2-aryl-2-nitroacetates from aryl bromides and the very acidic nitroacetates.