N-[3-(4-chlorophenyl)prop-2-ynylidene]-P,P-diphenylphosphinamide | 639850-09-2

• 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-[3-(4-chlorophenyl)prop-2-ynylidene]-P,P-diphenylphosphinamide
• CAS: 639850-09-2
• 化学式: C₂₁H₁₅ClNOP
• 分子量: 363.783
• InChiKey: KPULUNPUOHRZLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.43
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-己炔 、 bis(iodomethyl)zinc 、 N-[3-(4-chlorophenyl)prop-2-ynylidene]-P,P-diphenylphosphinamide 以51%的产率得到N-{(RS)-[3-(4-chlorophenyl)bicyclo[1.1.0]butan-1-yl][(1RS,2RS)-1,2-diethylcyclopropyl]methyl}-P,P-diphenylphosphinamide
  参考文献：
  名称：

  Transition-Metal-Mediated Cascade Reactions:  C,C-Dicyclopropylmethylamines by Way of Double C,C-σ-Bond Insertion into Bicyclobutanes

  摘要：

  The organometallic multicomponent reaction of alkenyl zirconocene, alkynyl imine, and zinc carbenoid in the presence of dimethylzinc leads to novel C,C-dicyclopropylmethylamines. The formation of intermediate bicyclo[1.1.0]butanes represents the first synthetically useful example of a double C,C-sigma-bond insertion, and the increase in structural complexity from starting materials is highlighted by the formation of nine new C,C-bonds in the final product.

  DOI：

  10.1021/ja038623a
• 作为产物：
  描述：

  二苯基磷酰胺 、 3-(4-氯苯基)丙-2-炔醛 在 四氯化钛 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以36%的产率得到N-[3-(4-chlorophenyl)prop-2-ynylidene]-P,P-diphenylphosphinamide
  参考文献：
  名称：

  Transition-Metal-Mediated Cascade Reactions:  C,C-Dicyclopropylmethylamines by Way of Double C,C-σ-Bond Insertion into Bicyclobutanes

  摘要：

  The organometallic multicomponent reaction of alkenyl zirconocene, alkynyl imine, and zinc carbenoid in the presence of dimethylzinc leads to novel C,C-dicyclopropylmethylamines. The formation of intermediate bicyclo[1.1.0]butanes represents the first synthetically useful example of a double C,C-sigma-bond insertion, and the increase in structural complexity from starting materials is highlighted by the formation of nine new C,C-bonds in the final product.

  DOI：

  10.1021/ja038623a