N-phenyl-N-((phenylsulfonyl)oxy)benzamide | 304645-12-3

• 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-N-((phenylsulfonyl)oxy)benzamide
• 英文别名: (N-benzoylanilino) benzenesulfonate
• CAS: 304645-12-3
• 化学式: C₁₉H₁₅NO₄S
• 分子量: 353.398
• InChiKey: FNEQCWDFYIJLCN-UHFFFAOYSA-N

物化性质

• 沸点：
  500.6±33.0 °C(Predicted)
• 密度：
  1.344±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-phenyl-N-((phenylsulfonyl)oxy)benzamide 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 o-(benzenesulfonoxy) benzanilide
  参考文献：
  名称：

  Photoacid generators (PAGs) based on N-acyl-N-phenylhydroxylamines for carboxylic and sulfonic acids

  摘要：

  Simple and efficient photoacid generators (PAGs) for carboxylic and sulfonic acids based on N-acyl-N-phenylhydroxylamines have been demonstrated. Irradiation of o-carboxylates and thermally rearranged o-arenesulfonates of N-acyl-N-phenylhydroxylamines using UV light (>= 254 nm) in aqueous methanolic solution resulted in efficient generation of carboxylic and sulfonic acids, respectively. The carboxylic acid generation ability of N-acyl-N-phenylhydroxylamines was found to be dependent on their N-acyl substituents. Further, polymer bearing o-arenesulfonates of N-acyl-N-phenylhydroxylamine was synthesized and demonstrated as PAG for sulfonic acids. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.049
• 作为产物：
  描述：

  苯基羟胺 在 碳酸氢钠 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-phenyl-N-((phenylsulfonyl)oxy)benzamide
  参考文献：
  名称：

  Photoacid generators (PAGs) based on N-acyl-N-phenylhydroxylamines for carboxylic and sulfonic acids

  摘要：

  Simple and efficient photoacid generators (PAGs) for carboxylic and sulfonic acids based on N-acyl-N-phenylhydroxylamines have been demonstrated. Irradiation of o-carboxylates and thermally rearranged o-arenesulfonates of N-acyl-N-phenylhydroxylamines using UV light (>= 254 nm) in aqueous methanolic solution resulted in efficient generation of carboxylic and sulfonic acids, respectively. The carboxylic acid generation ability of N-acyl-N-phenylhydroxylamines was found to be dependent on their N-acyl substituents. Further, polymer bearing o-arenesulfonates of N-acyl-N-phenylhydroxylamine was synthesized and demonstrated as PAG for sulfonic acids. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.049

文献信息

• A Route to <i>O</i> -Aminosulfonates and Sulfonamides through Insertion of Sulfur Dioxide and Hydrogen Atom Transfer
  作者：Tong Liu、Danqing Zheng、Zhenhua Li、Jie Wu

  DOI：10.1002/adsc.201700501

  日期：2017.8.7

  three‐component reaction of aryldiazonium tetrafluoroborates, the 1,4‐diazabicyclo[2.2.2]octane⋅bis(sulfur dioxide) adduct [DABCO⋅(SO2)2] and hydroxylamines under catalyst‐free and additive‐free conditions has been developed, providing aryl O‐aminosulfonates in good yields. Sulfonamides could also be obtained via a one‐pot process through the reaction of aryldiazonium tetrafluoroborates, DABCO⋅(SO2)2 and amines in

  在无催化剂和无添加剂的条件下，四氟硼酸芳基重氮，1,4-二氮杂双环[2.2.2]辛烷·双（二氧化硫）加合物[DABCO·（SO 2）2 ]与羟胺的三组分反应已实现。开发出高收率的芳基O-氨基磺酸盐。在四氟硼酸芳基重氮鎓，DABCO⋅（SO 2）2与胺在N-羟基苯并三唑存在下的反应，也可以通过一锅法获得磺酰胺。提出了涉及二氧化硫插入和氢原子转移的机理，并得到理论计算的支持。