2-(4-fluorobenzylamino)benzenesulfonamide | 1155564-25-2

• 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: 2-(4-fluorobenzylamino)benzenesulfonamide
• 英文别名: 2-[(4-Fluorophenyl)methylamino]benzenesulfonamide
• CAS: 1155564-25-2
• 化学式: C₁₃H₁₃FN₂O₂S
• 分子量: 280.323
• InChiKey: VSKZUOHEVFHBHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻氨基苯磺酰胺 、 4-氟氯苄 在 potassium carbonate 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以71%的产率得到2-(4-fluorobenzylamino)benzenesulfonamide
  参考文献：
  名称：

  Ñ -Benzylation /苄型CH酰胺化级联由（η 3 -苄基）钯系统在水介质：一种有效的途径为直接构建3-苯基-3,4-二氢- （2 ħ）-1,2,4- -苯并噻二嗪1,1-二氧化物

  摘要：

  AbstractWe demonstrate a unique strategy for a benzylation/benzylic CH amidation cascade reaction by the (η3‐benzyl)palladium system derived from a palladium catalyst and benzyl alcohol. This tandem process is devised as a new synthetic route for 3‐phenyl‐3,4‐dihydro‐(2H)‐1,2,4‐benzothiadiazine‐1,1‐dioxide. Water plays an important role for the smooth generation of the (η3‐benzyl)palladium species, and a bis‐benzylated Pd(II) intermediate would be formed in our catalytic system. Atom economical processes such as benzylic CH activation, cascade reactions and chemoselective reactions in aqueous media have been developed.magnified image

  DOI：

  10.1002/adsc.201300317

文献信息

• <i>N</i>-Benzylation/Benzylic CH Amidation Cascade by the (η³-Benzyl)palladium System in Aqueous Media: An Effective Pathway for the Direct Construction of 3-Phenyl-3,4-dihydro- (2<i>H</i>)-1,2,4-benzothiadiazine 1,1-Dioxides
  作者：Hidemasa Hikawa、Naoya Matsuda、Hideharu Suzuki、Yuusaku Yokoyama、Isao Azumaya

  DOI：10.1002/adsc.201300317

  日期：2013.8.12

  AbstractWe demonstrate a unique strategy for a benzylation/benzylic CH amidation cascade reaction by the (η3‐benzyl)palladium system derived from a palladium catalyst and benzyl alcohol. This tandem process is devised as a new synthetic route for 3‐phenyl‐3,4‐dihydro‐(2H)‐1,2,4‐benzothiadiazine‐1,1‐dioxide. Water plays an important role for the smooth generation of the (η3‐benzyl)palladium species, and a bis‐benzylated Pd(II) intermediate would be formed in our catalytic system. Atom economical processes such as benzylic CH activation, cascade reactions and chemoselective reactions in aqueous media have been developed.magnified image