(E)-2-methyl-but-2-enoic acid (3-chloro-5-hydroxyphenyl)amide

• 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: (E)-2-methyl-but-2-enoic acid (3-chloro-5-hydroxyphenyl)amide
• 英文别名: (E)-N-(3-chloro-5-hydroxyphenyl)-2-methylbut-2-enamide
• 化学式: C₁₁H₁₂ClNO₂
• 分子量: 225.675
• InChiKey: IXDCMBXEDAJVRE-XVNBXDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  惕格酸 在 (Ind)Ir(cod) ammonium hydroxide 、 氯化亚砜 、 pinacol borane 、 1,2-双(二甲基瞵)乙烷 、 N,N-二甲基甲酰胺 作用下， 以 正己烷 为溶剂， 反应 5.5h， 生成 (E)-2-methyl-but-2-enoic acid (3-chloro-5-hydroxyphenyl)amide
  参考文献：
  名称：

  Aromatic Borylation/Amidation/Oxidation:  A Rapid Route to 5-Substituted 3-Amidophenols

  摘要：

  5-Substituted 3-amidophenols are prepared by subjecting 3-substituted halobenzenes to an Ir-catalyzed aromatic borylation, followed by a Pd-catalyzed amidation, and finally an oxidation of the boronic ester intermediate. The entire C-H activation borylation/amidation/oxidation sequence can be accomplished without isolation of any intermediate arenes. Usefully, amide partners can include lactams, carbamates, and ureas.

  DOI：

  10.1021/ol060207i

文献信息

• Aromatic Borylation/Amidation/Oxidation:  A Rapid Route to 5-Substituted 3-Amidophenols
  作者：Feng Shi、Milton R. Smith、Robert E. Maleczka

  DOI：10.1021/ol060207i

  日期：2006.3.1

  5-Substituted 3-amidophenols are prepared by subjecting 3-substituted halobenzenes to an Ir-catalyzed aromatic borylation, followed by a Pd-catalyzed amidation, and finally an oxidation of the boronic ester intermediate. The entire C-H activation borylation/amidation/oxidation sequence can be accomplished without isolation of any intermediate arenes. Usefully, amide partners can include lactams, carbamates, and ureas.