N-heptyl-1-(p-tolyl)methanimine | 99484-08-9

• 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-heptyl-1-(p-tolyl)methanimine
• 英文别名: (p-Methylbenzylidene)-heptyl-amine；N-heptyl-1-(4-methylphenyl)methanimine
• CAS: 99484-08-9
• 化学式: C₁₅H₂₃N
• 分子量: 217.354
• InChiKey: KSRNBERDFGZUII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  异氰环已烷 、 3,3-二甲基丙烯酸 、 N-heptyl-1-(p-tolyl)methanimine 反应 64.0h， 生成 N-(2-(cyclohexylamino)-2-oxo-1-(p-tolyl)ethyl)-N-heptyl-3-methylbut-2-enamide
  参考文献：
  名称：

  Ugi Four-Component Reaction of Alcohols: Stoichiometric and Catalytic Oxidation/MCR Sequences

  摘要：

  A new, simple, and efficient procedure for the one-pot Ugi four-component reaction of alcohols instead of aldehydes is described. Using a stoichiometric amount of IBX or only 1-2% of sodium 2-iodobenzenesulfonate in the presence of Oxone, a wide range of primary alcohols were oxidized to the aldehyde that were directly engaged in the Ugi four-component reaction to afford alpha-acetamidoamides in good to excellent yields.

  DOI：

  10.1021/ol401181a
• 作为产物：
  描述：

  (4-甲基苯基)甲醇 在 Oxone 、 sodium 2-iodobenzenesulfonate monohydrate 、 sodium sulfate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 N-heptyl-1-(p-tolyl)methanimine
  参考文献：
  名称：

  Ugi Four-Component Reaction of Alcohols: Stoichiometric and Catalytic Oxidation/MCR Sequences

  摘要：

  A new, simple, and efficient procedure for the one-pot Ugi four-component reaction of alcohols instead of aldehydes is described. Using a stoichiometric amount of IBX or only 1-2% of sodium 2-iodobenzenesulfonate in the presence of Oxone, a wide range of primary alcohols were oxidized to the aldehyde that were directly engaged in the Ugi four-component reaction to afford alpha-acetamidoamides in good to excellent yields.

  DOI：

  10.1021/ol401181a

文献信息

• Manganese‐Catalyzed Selective Hydrogenative Cross‐Coupling of Nitriles and Amines to Form Secondary Imines
  作者：Xiao‐Gen Li、Qi‐Lin Zhou

  DOI：10.1002/adsc.202100285

  日期：2021.7.20

  Manganese complexes with tridentate PNN ligands have been synthesized as catalysts for hydrogenative cross-coupling reaction of nitriles and amines to form secondary imines. This reaction afforded a variety of unsymmetrical secondary imines in good yields with excellent selectivity. Investigation of catalyst intermediates indicated that an amido manganese complex may be the active catalyst species

  已合成具有三齿 PNN 配体的锰配合物作为腈和胺的氢化交叉偶联反应形成仲亚胺的催化剂。该反应以良好的收率和优异的选择性提供了多种不对称仲亚胺。对催化剂中间体的研究表明，酰氨基锰配合物可能是该反应的活性催化剂。
• Ugi Four-Component Reaction of Alcohols: Stoichiometric and Catalytic Oxidation/MCR Sequences
  作者：Fleur Drouet、Géraldine Masson、Jieping Zhu

  DOI：10.1021/ol401181a

  日期：2013.6.7

  A new, simple, and efficient procedure for the one-pot Ugi four-component reaction of alcohols instead of aldehydes is described. Using a stoichiometric amount of IBX or only 1-2% of sodium 2-iodobenzenesulfonate in the presence of Oxone, a wide range of primary alcohols were oxidized to the aldehyde that were directly engaged in the Ugi four-component reaction to afford alpha-acetamidoamides in good to excellent yields.