N-(2,2,2-trifluoroethyloxycarbonyl)4-bromophenyl methyl sulfilimine

• 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-(2,2,2-trifluoroethyloxycarbonyl)4-bromophenyl methyl sulfilimine
• 化学式: C₁₀H₉BrF₃NO₂S
• 分子量: 344.152
• InChiKey: WSKPUNGTPSCPDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.66
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(2,2,2-trifluoroethyloxycarbonyl)4-bromophenyl methyl sulfilimine 在 sodium periodate 、 硫酸 、 ruthenium(III) chloride trihydrate 作用下， 以 水 、 乙腈 为溶剂， 反应 3.0h， 生成 1-bromo-4-(S-methylsulfonimidoyl)benzene
  参考文献：
  名称：

  亚砜到亚磺胺的转化：使用修饰的Burgess型试剂

  摘要：

  AbstractSulfoxides can directly be converted into N‐cyanosulfilimines using a new Burgess‐type reagent. By applying this strategy with a related reagent variant, synthetically valuable NH‐sulfoximines have been prepared from sulfoxides via N‐protected sulfilimines. The practical three‐step reaction sequence is generally high yielding and applicable to a wide range of substrates. The sulfoxide‐to‐sulfilimine conversion can also be performed under solvent‐reduced conditions in a ball mill.magnified image

  DOI：

  10.1002/adsc.201300766
• 作为产物：
  描述：

  4-溴茴香硫醚 在 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 N-(2,2,2-trifluoroethyloxycarbonyl)4-bromophenyl methyl sulfilimine
  参考文献：
  名称：

  亚砜到亚磺胺的转化：使用修饰的Burgess型试剂

  摘要：

  AbstractSulfoxides can directly be converted into N‐cyanosulfilimines using a new Burgess‐type reagent. By applying this strategy with a related reagent variant, synthetically valuable NH‐sulfoximines have been prepared from sulfoxides via N‐protected sulfilimines. The practical three‐step reaction sequence is generally high yielding and applicable to a wide range of substrates. The sulfoxide‐to‐sulfilimine conversion can also be performed under solvent‐reduced conditions in a ball mill.magnified image

  DOI：

  10.1002/adsc.201300766

文献信息

• Sulfoxide-to-Sulfilimine Conversions: Use of Modified Burgess-Type Reagents
  作者：Christine M. M. Hendriks、Philip Lamers、Julien Engel、Carsten Bolm

  DOI：10.1002/adsc.201300766

  日期：2013.11.25

  AbstractSulfoxides can directly be converted into N‐cyanosulfilimines using a new Burgess‐type reagent. By applying this strategy with a related reagent variant, synthetically valuable NH‐sulfoximines have been prepared from sulfoxides via N‐protected sulfilimines. The practical three‐step reaction sequence is generally high yielding and applicable to a wide range of substrates. The sulfoxide‐to‐sulfilimine conversion can also be performed under solvent‐reduced conditions in a ball mill.magnified image