N¹-benzyl-N⁴,N⁴-dimethylterephthalamide | 1245817-34-8

• 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: N¹-benzyl-N⁴,N⁴-dimethylterephthalamide
• 英文别名: N1-benzyl-N4,N4-dimethylterephthalamide；1-N-benzyl-4-N,4-N-dimethylbenzene-1,4-dicarboxamide
• CAS: 1245817-34-8
• 化学式: C₁₇H₁₈N₂O₂
• 分子量: 282.342
• InChiKey: ZQDPDCNCTJLPLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N,N-二甲基-4-溴苯甲酰胺 在 potassium fluoride 、 palladium diacetate 、 三乙胺 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N¹-benzyl-N⁴,N⁴-dimethylterephthalamide
  参考文献：
  名称：

  Palladium-Catalyzed Fluorocarbonylation Using N-Formylsaccharin as CO Source: General Access to Carboxylic Acid Derivatives

  摘要：

  N-Formylsaccharin, an easily accessible crystalline compound, has been employed as an efficient CO source in Pd-catalyzed fluorocarbonylation of aryl halides to afford the corresponding acyl fluorides in high yields. The reactions use a near-stoichiometric amount of the CO source (1.2 equiv) and tolerate diverse functional groups. The acyl fluorides obtained could be readily transformed into various carboxylic acid derivatives such as carboxylic acid, esters, thioesters, and amides in a one-pot procedure.

  DOI：

  10.1021/ol4026815

文献信息

• Molybdenum-Mediated Carbonylation of Aryl Halides with Nucleophiles Using Microwave Irradiation
  作者：Bryan Roberts、David Liptrot、Lilian Alcaraz、Tim Luker、Michael J. Stocks

  DOI：10.1021/ol1016965

  日期：2010.10.1

  A new, efficient, and practical molybdenum-mediated carbonylation of aryl and heteroaryl halides with a variety of nucleophiles is described using microwave irradiation. A range of reactions illustrating the wide scope of this chemistry were carried out and proceeded in good to excellent yields.

  使用微波辐射描述了一种新的，有效的，实用的钼介导的芳基和杂芳基卤化物与各种亲核试剂的羰基化反应。进行了一系列说明该化学反应范围广泛的反应，并以良好至极好的收率进行了反应。
• Palladium-Catalyzed Fluorocarbonylation Using <i>N</i>-Formylsaccharin as CO Source: General Access to Carboxylic Acid Derivatives
  作者：Tsuyoshi Ueda、Hideyuki Konishi、Kei Manabe

  DOI：10.1021/ol4026815

  日期：2013.10.18

  N-Formylsaccharin, an easily accessible crystalline compound, has been employed as an efficient CO source in Pd-catalyzed fluorocarbonylation of aryl halides to afford the corresponding acyl fluorides in high yields. The reactions use a near-stoichiometric amount of the CO source (1.2 equiv) and tolerate diverse functional groups. The acyl fluorides obtained could be readily transformed into various carboxylic acid derivatives such as carboxylic acid, esters, thioesters, and amides in a one-pot procedure.