3-<(E)-<2-(2-fluorophenyl)ethenyl>>-4,5-diphenyl-2(3H)oxazolone | 148715-48-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-<(E)-<2-(2-fluorophenyl)ethenyl>>-4,5-diphenyl-2(3H)oxazolone
• 英文别名: 3-{(E)-[2-(2-fluorophenyl)ethenyl]}-4,5-diphenyl-2(3H)oxazolone；3-[(E)-2-(2-fluorophenyl)ethenyl]-4,5-diphenyl-1,3-oxazol-2-one
• CAS: 148715-48-4
• 化学式: C₂₃H₁₆FNO₂
• 分子量: 357.384
• InChiKey: PVGKVVJQDXNNMR-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-<(E)-<2-(2-fluorophenyl)ethenyl>>-4,5-diphenyl-2(3H)oxazolone 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 生成 2-fluorophenylethylamine hydrochloride
  参考文献：
  名称：

  Phenethylamines via Heck arylation of a new vinylamine equivalent

  摘要：

  A new vinylamine equivalent, N-vinyloxazolone 3, has been prepared in three steps and shown to undergo Heck arylation with a variety of substrates. The Heck adducts thus obtained are then converted in one step and high yield to phenethylamine hydrochlorides. As a general synthetic method for preparation of substituted phenethylamines, use of this new reagent is shown to be superior to N-vinylphthalimide in number of steps, regiospecificity, and chemical yield.

  DOI：

  10.1021/jo00064a015
• 作为产物：
  描述：

  N-(2-chloroethyl)-4,5-diphenyl-4-oxazolin-2-one 在 palladium diacetate potassium tert-butylate 、 四丁基氯化铵 、 碳酸氢钠 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 52.5h， 生成 3-<(E)-<2-(2-fluorophenyl)ethenyl>>-4,5-diphenyl-2(3H)oxazolone
  参考文献：
  名称：

  Phenethylamines via Heck arylation of a new vinylamine equivalent

  摘要：

  A new vinylamine equivalent, N-vinyloxazolone 3, has been prepared in three steps and shown to undergo Heck arylation with a variety of substrates. The Heck adducts thus obtained are then converted in one step and high yield to phenethylamine hydrochlorides. As a general synthetic method for preparation of substituted phenethylamines, use of this new reagent is shown to be superior to N-vinylphthalimide in number of steps, regiospecificity, and chemical yield.

  DOI：

  10.1021/jo00064a015

文献信息

• Busacca Carl A., Johnson Robert E., Swestock John, J. Org. Chem, 58 (1993) N 12, S 3299-3303
  作者：Busacca Carl A., Johnson Robert E., Swestock John

  DOI：——

  日期：——