N-[3-(5-formyl-2-hydroxyphenyl)phenyl]acetamide | 1386859-25-1

• 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-[3-(5-formyl-2-hydroxyphenyl)phenyl]acetamide
• CAS: 1386859-25-1
• 化学式: C₁₅H₁₃NO₃
• 分子量: 255.273
• InChiKey: KFTLMRRRDVYSGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[3-(5-formyl-2-hydroxyphenyl)phenyl]acetamide 在 氧气 、 copper diacetate 、 三甲基乙酸 作用下， 以 二甲基亚砜 为溶剂， 反应 20.0h， 以76%的产率得到6-acetamido-2-formyldibenzofuran
  参考文献：
  名称：

  Copper-Catalyzed Regioselective C-H Aerobic Oxidative Cycloetherification of o-Arylphenols Bearing an Additional Directing Group

  摘要：

  An efficient copper-catalyzed C-H oxidative cycloetherification of o-arylphenols containing an additional directing group under an oxygen atmosphere was developed. 2,6-Disubstituted dibenzofuran derivatives were prepared by regioselective activation of the sterically more hindered C-H bond. The presence of the extra directing group not only controls the regioselectivity, but also increases the cyclization efficiency significantly.

  DOI：

  10.1055/s-0031-1290966
• 作为产物：
  描述：

  4-羟基-3-碘苯甲醛 、 3-乙酰胺基苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以48%的产率得到N-[3-(5-formyl-2-hydroxyphenyl)phenyl]acetamide
  参考文献：
  名称：

  Copper-Catalyzed Regioselective C-H Aerobic Oxidative Cycloetherification of o-Arylphenols Bearing an Additional Directing Group

  摘要：

  An efficient copper-catalyzed C-H oxidative cycloetherification of o-arylphenols containing an additional directing group under an oxygen atmosphere was developed. 2,6-Disubstituted dibenzofuran derivatives were prepared by regioselective activation of the sterically more hindered C-H bond. The presence of the extra directing group not only controls the regioselectivity, but also increases the cyclization efficiency significantly.

  DOI：

  10.1055/s-0031-1290966