4-nitro-N-(phenyl(4-(trifluoromethyl)phenyl)methyl)benzenesulfonamide | 294209-39-5

• 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: 4-nitro-N-(phenyl(4-(trifluoromethyl)phenyl)methyl)benzenesulfonamide
• 英文别名: 4-nitro-N-[phenyl-[4-(trifluoromethyl)phenyl]methyl]benzenesulfonamide
• CAS: 294209-39-5
• 化学式: C₂₀H₁₅F₃N₂O₄S
• 分子量: 436.411
• InChiKey: YYKKEQGTVAWODS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-亚苄基-4-硝基苯磺酰胺 、 4-三氟甲基苯硼酸 在 dicarbonylacetylacetonato rhodium (I) 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 15.0h， 以77%的产率得到4-nitro-N-(phenyl(4-(trifluoromethyl)phenyl)methyl)benzenesulfonamide
  参考文献：
  名称：

  A Homogeneous, Recyclable Polymer Support for Rh(I)-Catalyzed C–C Bond Formation

  摘要：

  A robust and practical polymer-supported, homogeneous, recyclable biphephos rhodium(I) catalyst has been developed for C-C bond formation reactions. Control of polymer molecular weight allowed tuning of the polymer solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and insoluble in polar solvents. Using the supported rhodium catalysts, addition of aryl and vinylboronic acids to the electrophiles such as enones, aldehydes, N-sulfonyl aldimines, and alkynes occurs smoothly to provide products in high yields. Additions of terminal alkynes to enones and industrially relevant hydroformylation reactions have also been successfully carried out. Studies show that the leaching of Rh from the polymer support is low and catalyst recycle can be achieved by simple precipitation and filtration.

  DOI：

  10.1021/jo201476h

文献信息

• PROCESS FOR THE REMOVAL OF NITROBENZENESULFONYL
  申请人：——

  公开号：US20030009056A1

  公开（公告）日：2003-01-09

  A 2- or 4-nitrobenzenesulfonamide is allowed to react with an alkali metal alkoxide to remove a nitrobenzenesulfonyl group to thereby obtain an amine corresponding to the amide. Furthermore, a method for producing an amine derivative by allowing the resulting amine without isolation to react with an activated, substituted oxycarbonyl compound or an activated acyl compound is provided. According to this method, a corresponding free amine and its substituted derivative can be produced easily and industrially advantageously from the 2- or 4-nitrobenzenesulfonamide without using a thiol compound.

  允许2-或4-硝基苯磺酰胺与碱金属烷氧化物发生反应，以去除硝基苯磺酰基团，从而获得与酰胺对应的胺。此外，提供了一种通过允许生成的胺在不经过分离的情况下与活化的、取代的氧代羰基化合物或活化的酰基化合物发生反应来制备胺衍生物的方法。根据这种方法，可以从2-或4-硝基苯磺酰胺中轻松且具有工业优势地生产相应的自由胺及其取代衍生物，而无需使用硫醇化合物。
• US6515179B2
  申请人：——

  公开号：US6515179B2

  公开（公告）日：2003-02-04
• A Homogeneous, Recyclable Polymer Support for Rh(I)-Catalyzed C–C Bond Formation
  作者：Ranjan Jana、Jon A. Tunge

  DOI：10.1021/jo201476h

  日期：2011.10.21

  A robust and practical polymer-supported, homogeneous, recyclable biphephos rhodium(I) catalyst has been developed for C-C bond formation reactions. Control of polymer molecular weight allowed tuning of the polymer solubility such that the polymer-supported catalyst is soluble in nonpolar solvents and insoluble in polar solvents. Using the supported rhodium catalysts, addition of aryl and vinylboronic acids to the electrophiles such as enones, aldehydes, N-sulfonyl aldimines, and alkynes occurs smoothly to provide products in high yields. Additions of terminal alkynes to enones and industrially relevant hydroformylation reactions have also been successfully carried out. Studies show that the leaching of Rh from the polymer support is low and catalyst recycle can be achieved by simple precipitation and filtration.