3,5-dimethylphenyl 2-aminobenzoate | 1341196-61-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 3,5-dimethylphenyl 2-aminobenzoate
• 英文别名: (3,5-Dimethylphenyl) 2-aminobenzoate；(3,5-dimethylphenyl) 2-aminobenzoate
• CAS: 1341196-61-9
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: YKSFCOSMWWXJSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  靛红酸酐 、 3,5-二甲基苯硼酸 在 N-甲基哌啶 、 tris-(dibenzylideneacetone)dipalladium(0) 、 氧气 、 双(2-二苯基磷苯基)醚 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以91%的产率得到3,5-dimethylphenyl 2-aminobenzoate
  参考文献：
  名称：

  Palladium-Catalyzed Decarboxylative Coupling of Isatoic Anhydrides with Arylboronic Acids

  摘要：

  The decarboxylative coupling of isatoic anhydrides with arylboronic acids was realized for the first time In the presence of Pd-2(dba)(3) and DPEphos, achieving aryl o-aminobenzoates with yields ranging from moderate to good. The efficiency of this procedure was demonstrated by good compatibility with fluoro, chloro, bromo, nitro, cyano, trifluoromethyl, formacyl, acetyl, thienyl, and naphthyl groups. Preliminary mechanistic experiments using deuterium labeling showed that the oxygen atom was derived from dioxygen.

  DOI：

  10.1021/ol202609a

文献信息

• Palladium-Catalyzed Decarboxylative Coupling of Isatoic Anhydrides with Arylboronic Acids
  作者：Wei Lu、Jiuxi Chen、Miaochang Liu、Jinchang Ding、Wenxia Gao、Huayue Wu

  DOI：10.1021/ol202609a

  日期：2011.11.18

  The decarboxylative coupling of isatoic anhydrides with arylboronic acids was realized for the first time In the presence of Pd-2(dba)(3) and DPEphos, achieving aryl o-aminobenzoates with yields ranging from moderate to good. The efficiency of this procedure was demonstrated by good compatibility with fluoro, chloro, bromo, nitro, cyano, trifluoromethyl, formacyl, acetyl, thienyl, and naphthyl groups. Preliminary mechanistic experiments using deuterium labeling showed that the oxygen atom was derived from dioxygen.