N-(4-hydroxy-2-nitrophenyl)benzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-hydroxy-2-nitrophenyl)benzamide
• 化学式: C₁₃H₁₀N₂O₄
• 分子量: 258.233
• InChiKey: ZNSDSHADDNTUHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-苯甲酰替苯胺 在 三氟化硼乙醚 、 硝酸 、 溶剂黄146 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 水 为溶剂， 反应 3.0h， 以65%的产率得到N-(4-hydroxy-2-nitrophenyl)benzamide
  参考文献：
  名称：

  Acylamino-Directed Specific Sequential Difunctionalizations of Anilides via Metal-Free Relay Reactions for p-Oxygen and o-Nitrogen Incorporation

  摘要：

  Novel acylamino-directed relay disubstitutions realize the sequential difunctionalizations of anilides (1) under mild and metal-free conditions for the first time. This [bis(trifluoroacetoxy)iodo]benzene (PIFA) and BF3 center dot Et2O promoted straightforward reaction produces a series of p-acetoxyl- or p-alkoxyl-o-nitro-N-arylamides (2), which are key scaffolds of various drugs, functional materials, and bioactive molecules. The flexibility with respect to the functional groups in these products affords this novel protocol excellent versatility for synthetic applications.

  DOI：

  10.1021/acs.joc.8b02636

文献信息

• Acylamino-Directed Specific Sequential Difunctionalizations of Anilides via Metal-Free Relay Reactions for <i>p</i>-Oxygen and <i>o</i>-Nitrogen Incorporation
  作者：Yameng Wan、Zhiguo Zhang、Nana Ma、Jingjing Bi、Guisheng Zhang

  DOI：10.1021/acs.joc.8b02636

  日期：2019.1.18

  Novel acylamino-directed relay disubstitutions realize the sequential difunctionalizations of anilides (1) under mild and metal-free conditions for the first time. This [bis(trifluoroacetoxy)iodo]benzene (PIFA) and BF3 center dot Et2O promoted straightforward reaction produces a series of p-acetoxyl- or p-alkoxyl-o-nitro-N-arylamides (2), which are key scaffolds of various drugs, functional materials, and bioactive molecules. The flexibility with respect to the functional groups in these products affords this novel protocol excellent versatility for synthetic applications.