2-phenylaminocarbonylpivalanilid

• 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: 2-phenylaminocarbonylpivalanilid
• 英文别名: N-phenyl-2-pivalamidobenzamide；2-(2,2-dimethylpropanoylamino)-N-phenylbenzamide
• 化学式: C₁₈H₂₀N₂O₂
• 分子量: 296.369
• InChiKey: BZSOAIIHOKPETK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  异氰酸苯酯 、 2'-氯-2,2-二甲基丙苯胺 在 正丁基锂 、 萘 、 lithium 作用下， 生成 2-phenylaminocarbonylpivalanilid
  参考文献：
  名称：

  Naphthalene-catalysed lithiation of functionalized chloroarenes: regioselective preparation and reactivity of functionalized lithioarenes

  摘要：

  The lithiation of different functionalized chloroarenes (dichlorobenzenes 1 and 3. mono and dichlorophenols 9 and 14, and chloropivalanilides 18) in the presence of a catalytic amount of naphthalene leads to the corresponding functionalized lithioarenes, which react with electrophiles to give the expected polyfunctionalized aromatic molecules 2, 4, 10. 19, 21, 22 and 24 in a regioselective manner. In the case of starting from chlorinated phenols or anilides a deprotonation of the functional group is carried out prior to the lithiation process; only for 2-chloropivalanilide 18o a coupling reaction leading to 2-n-butylpivalanilide is observed when an excess of n-butyllithium is used in the deprotonation step.

  DOI：

  10.1016/s0040-4020(01)80314-8

文献信息

• Palladium-catalyzed Ugi-type reaction of 2-iodoanilines with isocyanides and carboxylic acids affording <i>N</i>-acyl anthranilamides
  作者：Tuanli Yao、Bo Wang、Beige Ren、Xiangyang Qin、Tao Li

  DOI：10.1039/d1cc01226f

  日期：——

  The first palladium-catalyzed Ugi-type multicomponent reaction for the synthesis of N-acyl anthranilamides from isocyanides, 2-iodoanilines and carboxylic acids has been developed. This method provides expeditious and highly efficient access to structurally diverse N-acyl anthranilamides from readily available starting materials with good functional group compatibility. The utility of this method has

  已经开发了用于由异氰酸酯，2-碘苯胺和羧酸合成N-酰基邻氨基苯甲酰胺的第一个钯催化的Ugi型多组分反应。该方法提供了从具有良好官能团相容性的容易获得的起始原料中快速和高效地获得结构多样的N-酰基邻氨基苯甲酰胺的方法。两种商品药物氟比洛芬和洛索洛芬的后期功能化已证明了该方法的实用性。