4-methyl-N'-(naphthalen-1-yl(phenyl)methylene)benzenesulfonohydrazide | 1356252-11-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-methyl-N'-(naphthalen-1-yl(phenyl)methylene)benzenesulfonohydrazide
• CAS: 1356252-11-3
• 化学式: C₂₄H₂₀N₂O₂S
• 分子量: 400.501
• InChiKey: PNPYDNDIKRPERH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  58.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-methyl-N'-(naphthalen-1-yl(phenyl)methylene)benzenesulfonohydrazide 、 乙炔 在 copper(l) iodide 、 lithium tert-butoxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 90.0 ℃ 、101.33 kPa 条件下， 以61 mg的产率得到1-(1-phenylpropa-1,2-dien-1-yl)naphthalene
  参考文献：
  名称：

  Synthesis of Terminal Allenes through Copper-Mediated Cross-Coupling of Ethyne withN-Tosylhydrazones or α-Diazoesters

  摘要：

  Ethyne is employed as coupling partner in copper-mediated cross-coupling reactions with N-tosylhydrazones and alpha-diazoacetate, leading to the development of a new synthetic method for terminal allenes. With this novel coupling method, the terminal allenes were obtained in good yields and with excellent functional group tolerance. Copper carbene migratory insertion is proposed as the key step in these transformations.

  DOI：

  10.1021/jo502316q
• 作为产物：
  描述：

  1-萘基苯甲酮 、 对甲苯磺酰肼 以 甲醇 为溶剂， 生成 4-methyl-N'-(naphthalen-1-yl(phenyl)methylene)benzenesulfonohydrazide
  参考文献：
  名称：

  Synthesis of Terminal Allenes through Copper-Mediated Cross-Coupling of Ethyne withN-Tosylhydrazones or α-Diazoesters

  摘要：

  Ethyne is employed as coupling partner in copper-mediated cross-coupling reactions with N-tosylhydrazones and alpha-diazoacetate, leading to the development of a new synthetic method for terminal allenes. With this novel coupling method, the terminal allenes were obtained in good yields and with excellent functional group tolerance. Copper carbene migratory insertion is proposed as the key step in these transformations.

  DOI：

  10.1021/jo502316q

文献信息

• Cyclopropylmethyl Palladium Species from Carbene Migratory Insertion: New Routes to 1,3-Butadienes
  作者：Lei Zhou、Fei Ye、Yan Zhang、Jianbo Wang

  DOI：10.1021/ol2034405

  日期：2012.2.3

  Cyclopropylmethyl palladium species can be accessed by Pd-catalyzed reaction of either cyclopropyl N-tosylhydrazone with halide or N-tosylhydrazone with cyclopropyl halide. In both approaches migratory insertion of Pd carbene is the key process. These transformations constitute new approaches toward 1,3-butadiene derivatives.

  环丙基甲基钯物质可通过环丙基N-甲苯磺酰to与卤化物或N-甲苯磺酰with与环丙基卤化物的Pd催化反应获得。在这两种方法中，Pd卡宾的迁移插入都是关键过程。这些转变构成了针对1,3-丁二烯衍生物的新方法。