4-(allylcarbamoyl)benzoic acid | 1085698-16-3

• 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: 4-(allylcarbamoyl)benzoic acid
• 英文别名: 4-[(Prop-2-en-1-yl)carbamoyl]benzoic acid；4-(prop-2-enylcarbamoyl)benzoic acid
• CAS: 1085698-16-3
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: PTKITGCCWDTUOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyldiphenylsilanecarboxylic acid 、 N-烯丙基-4-溴苯甲酰胺 在 lithium trimethylsilanolate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以99%的产率得到4-(allylcarbamoyl)benzoic acid
  参考文献：
  名称：

  Palladium-Catalyzed Synthesis of Aromatic Carboxylic Acids with Silacarboxylic Acids

  摘要：

  Aryl iodides and bromides were easily converted to their corresponding aromatic carboxylic acids via a Pd-catalyzed carbonylation reaction using silacarboxylic acids as an in situ source of carbon monoxide. The reaction conditions were compatible with a wide range of functional groups, and with the aryl iodides, the carbonylation was complete within minutes. The method was adapted to the double and selective isotope labeling of tamibarotene.

  DOI：

  10.1021/ol4003465

文献信息

• Palladium-Catalyzed Synthesis of Aromatic Carboxylic Acids with Silacarboxylic Acids
  作者：Stig D. Friis、Thomas L. Andersen、Troels Skrydstrup

  DOI：10.1021/ol4003465

  日期：2013.3.15

  Aryl iodides and bromides were easily converted to their corresponding aromatic carboxylic acids via a Pd-catalyzed carbonylation reaction using silacarboxylic acids as an in situ source of carbon monoxide. The reaction conditions were compatible with a wide range of functional groups, and with the aryl iodides, the carbonylation was complete within minutes. The method was adapted to the double and selective isotope labeling of tamibarotene.