N-phenyl-S-(3,5-dimethylphenyl)-S-methylsulfoximine | 1140233-99-3

• 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-phenyl-S-(3,5-dimethylphenyl)-S-methylsulfoximine
• 英文别名: N-phenyl-S-(3,5-methyl)phenyl-S-methylsulfoximine；(3,5-Dimethylphenyl)-methyl-oxo-phenylimino-lambda6-sulfane；(3,5-dimethylphenyl)-methyl-oxo-phenylimino-λ6-sulfane
• CAS: 1140233-99-3
• 化学式: C₁₅H₁₇NOS
• 分子量: 259.372
• InChiKey: QAFGXLRQFBMOSV-UHFFFAOYSA-N

物化性质

• 熔点：
  61-64 °C
• 沸点：
  410.3±55.0 °C(predicted)
• 密度：
  1.07±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  37.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl 3,5-xylyl sulfoxide 在 potassium fluoride 、 sodium azide 、 18-冠醚-6 、 硫酸 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 12.0h， 生成 N-phenyl-S-(3,5-dimethylphenyl)-S-methylsulfoximine
  参考文献：
  名称：

  Metal-Free Approach for the Synthesis of N-Aryl Sulfoximines via Aryne Intermediate

  摘要：

  A metal-free and operationally simple N-arylation of NH-sulfoximines with precursors is reported. Transition metal-free reaction conditions and Shorter reaction times are the highlights of the present method. The mild optimized condition was :also found to be suitable with enantiopure substrates.

  DOI：

  10.1021/acs.orglett.5b02804

文献信息

• Iron-Catalyzed CN Cross-Coupling of Sulfoximines with Aryl Iodides
  作者：Arkaitz Correa、Carsten Bolm

  DOI：10.1002/adsc.200700508

  日期：2008.2.22

  An inexpensive and experimentally simple, iron-catalyzed N-arylation reaction of NH-sulfoximines with aryl iodides is reported. This complementary method to the known palladium- and copper-catalyzed ones features the use of a combination of environmentally friendly FeCl3 and N,N′-dimethylethylenediamine (DMEDA) as catalytic system and allows the efficient preparation of various N-arylsulfoximines in

  据报道，一种廉价且实验上简单的，铁催化的NH-亚磺酰亚胺与芳基碘化物的N-芳基化反应。这种与已知的钯和铜催化方法互补的方法，其特征在于使用环保的FeCl 3和N，N'-二甲基乙二胺（DMEDA）的组合作为催化体系，并可以高产率高效地制备各种N-芳基亚砜基。
• Mild Copper–TBAF-Catalyzed <i>N</i>-Arylation of Sulfoximines with Aryl Siloxanes
  作者：Jaeeun Kim、Jinpyo Ok、Sanghyuck Kim、Wonseok Choi、Phil Ho Lee

  DOI：10.1021/ol502174n

  日期：2014.9.5

  An efficient copper-TBAF-catalyzed C-N bond formation of sulfoximines with arylsiloxanes in dichloromethane at room temperature, affording the desired N-aryl sulfoximines in good to excellent yields under an oxygen atmosphere, is reported. This method complements the existing synthetic approaches due to some advantageous properties of arylsiloxanes such as availability, low toxicity, ease of handling, high stability, and environmental benignity under mild reaction conditions, thus opening a new approach to practical C-N bond formation.