N-benzhydryl-3,4,5-trimethoxyaniline | 138281-39-7

• 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: N-benzhydryl-3,4,5-trimethoxyaniline
• CAS: 138281-39-7
• 化学式: C₂₂H₂₃NO₃
• 分子量: 349.43
• InChiKey: MCVZCGKSQNETKD-UHFFFAOYSA-N

物化性质

• 沸点：
  480.9±45.0 °C(Predicted)
• 密度：
  1.143±0.06 g/cm3(Predicted)
• 溶解度：
  >52.4 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  39.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二苯甲酮 在 copper acetylacetonate 、 水 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲醇 、 氟苯 为溶剂， 反应 2.0h， 生成 N-benzhydryl-3,4,5-trimethoxyaniline
  参考文献：
  名称：

  乙酰丙酮铜[铜（ACAC）2 ] / BINAP-推荐Ç SP 3 N键的形成通过还原偶联Ñ -Tosylhydrazones与苯胺

  摘要：

  AbstractWe report the the copper(II) acetoacetonate [Cu(acac)2]/BINAP‐catalyzed synthesis of arylamines from N‐tosylhydrazones and anilines. A fine tuning of the reaction conditions was required to accomplish the cross‐coupling successfully, including the ligands effect and the addition of small amounts of water. The characteristic feature of this protocol is its functional group compatibility and its chemoselectivity when various aminophenol derivatives were used. Taking into consideration the interest for this copper‐reductive coupling in which no stoichiometric metal hydride reagent is employed, this can be considered as an alternative to the conventional reductive amination.magnified image

  DOI：

  10.1002/adsc.201300466

文献信息

• A general and expedient amination of alcohols catalysed by a single-site (NN)Co(<scp>ii</scp>)-bidentate complex under solventless conditions
  作者：Rohit Kumar、Ankit Kumar Srivastava、Palaniyappan Nagarasu、Vedichi Madhu、Ekambaram Balaraman

  DOI：10.1039/d3cy00809f

  日期：——

  Here we designed and synthesized a NN–CoII bidentate complex and efficiently used it for general and expedient amination of alcohols under benign, solventless conditions. Both primary (including unactivated aliphatic) alcohols and sterically hindered secondary alcohols exhibited very good reactivity and provided diverse amines with good substrate scope (88 examples; up to 95% yields) and excellent

  在这里，我们设计并合成了 NN-Co II二齿配合物，并有效地将其用于在良性、无溶剂条件下对醇进行常规且方便的胺化。伯醇（包括未活化的脂肪族）和位阻仲醇均表现出非常好的反应活性，并提供多种胺，具有良好的底物范围（88个例子；产率高达95%）和优异的官能团耐受性（甲氧基、硫代甲氧基、苯氧基、三氟甲基、氨基） 、酒精和卤化物，包括溴和碘基团）。此外，还证明了二胺的连续双-N-烷基化。据观察，配体主链中的吡唑部分在胺化反应中起着至关重要的作用。非常有趣的是，成功地证明了本均相钴催化剂的可重复使用性。
• Copper Acetoacetonate [Cu(acac)₂]/BINAP-Promoted C<i>sp</i>³N Bond Formation<i>via</i>Reductive Coupling of<i>N</i>-Tosylhydrazones with Anilines
  作者：Jessy Aziz、Jean-Daniel Brion、Abdallah Hamze、Mouad Alami

  DOI：10.1002/adsc.201300466

  日期：2013.8.12

  AbstractWe report the the copper(II) acetoacetonate [Cu(acac)2]/BINAP‐catalyzed synthesis of arylamines from N‐tosylhydrazones and anilines. A fine tuning of the reaction conditions was required to accomplish the cross‐coupling successfully, including the ligands effect and the addition of small amounts of water. The characteristic feature of this protocol is its functional group compatibility and its chemoselectivity when various aminophenol derivatives were used. Taking into consideration the interest for this copper‐reductive coupling in which no stoichiometric metal hydride reagent is employed, this can be considered as an alternative to the conventional reductive amination.magnified image