N-pentyl-1,1-diphenylmethanimine | 228265-24-5

• 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-pentyl-1,1-diphenylmethanimine
• CAS: 228265-24-5
• 化学式: C₁₈H₂₁N
• 分子量: 251.371
• InChiKey: VIWWFSPCIDKEEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 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：

  N-pentyl-1,1-diphenylmethanimine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 8.0h， 以152 mg的产率得到N-benzhydrylpentylamine
  参考文献：
  名称：

  Radical Amination with Trimethylstannylated Benzophenone Imine

  摘要：

  Intermolecular radical amination reactions of various primary, secondary, and tertiary alkyl radicals by using trimethylstannylated benzophenone imine A as a novel radical acceptor to provide imines of type B are described. These Imines are readily reduced with NaBH4 to the corresponding secondary amines C. The novel radical amination can be combined with typical radical cyclization reactions.

  DOI：

  10.1021/ol1005455
• 作为产物：
  描述：

  1-碘戊烷 、 N-trimethylstannyl benzophenone imine 在 二叔丁基过氧化物 作用下， 以 正庚烷 为溶剂， 反应 24.0h， 生成 N-pentyl-1,1-diphenylmethanimine
  参考文献：
  名称：

  Radical Amination with Trimethylstannylated Benzophenone Imine

  摘要：

  Intermolecular radical amination reactions of various primary, secondary, and tertiary alkyl radicals by using trimethylstannylated benzophenone imine A as a novel radical acceptor to provide imines of type B are described. These Imines are readily reduced with NaBH4 to the corresponding secondary amines C. The novel radical amination can be combined with typical radical cyclization reactions.

  DOI：

  10.1021/ol1005455

文献信息

• Electrochemical Ni‐Catalyzed Decarboxylative C(sp³)−N Cross‐Electrophile Coupling
  作者：Yue‐Ming Cai、Xiao‐Ting Liu、Lin‐Lin Xu、Ming Shang

  DOI：10.1002/anie.202315222

  日期：2024.3.18

  Ni-catalyzed decarboxylative C(sp3)−N cross-coupling of redox active ester and oxime esters was realized through electrochemical cathodic reduction. Mechanistic studies unveil a high-valent nickel species-driven reductive elimination pathway, rather than direct radical-radical coupling. The utility of this methodology was demonstrated through a broad scope (1°, 2°, 3° carboxylic acids) and late-stage

  通过电化学阴极还原实现了氧化还原活性酯和肟酯的镍催化脱羧C(sp 3 )−N交叉偶联。机理研究揭示了高价镍物质驱动的还原消除途径，而不是直接的自由基-自由基耦合。该方法的实用性通过复杂分子的广泛范围（1°、2°、3°羧酸）和后期功能化得到了证明。
• Palladium-Catalyzed Diarylation of Isocyanides with Tetraarylleads for the Selective Synthesis of Imines and α-Diimines
  作者：Cong Chi Tran、Shin-ichi Kawaguchi、Yohsuke Kobiki、Hitomi Matsubara、Dat Phuc Tran、Shintaro Kodama、Akihiro Nomoto、Akiya Ogawa

  DOI：10.1021/acs.joc.9b01639

  日期：2019.9.20

  Using tetraaryllead compounds (PbAr4) as arylating reagents, isocyanides undergo selective diarylation in the presence of palladium catalysts such as Pd(OAc)(2) or Pd(PPh3)(4) to afford imines and/or alpha-diimines based on the isocyanide employed. With aliphatic isocyanides, imines are obtained preferentially, whereas alpha-diimines are formed in the case of electron-rich aromatic isocyanides. The differences in imine/alpha-diimine selectivity can be attributed to the stability of imidoylpalladium intermediates formed in this catalytic reaction. Compared with other arylating reagents, tetraaryllead compounds are excellent candidates for use in the selective transformations to imines and/or alpha-diimines, especially in terms of inhibiting the oligomerization of isocyanides, which results in a lower product selectivity in many transition-metal-catalyzed reactions of isocyanides.