N-(1,5-dimethyl-1H-indol-2-yl)-N,4-dimethylbenzenesulfonamide | 1315257-84-1

• 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-(1,5-dimethyl-1H-indol-2-yl)-N,4-dimethylbenzenesulfonamide
• 英文别名: N-(1,5-dimethylindol-2-yl)-N,4-dimethylbenzenesulfonamide
• CAS: 1315257-84-1
• 化学式: C₁₈H₂₀N₂O₂S
• 分子量: 328.435
• InChiKey: XSFZPWQFVIASHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  50.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,4-二甲基苯磺酰肼 在 tris(bipyridine)ruthenium(II) dichloride hexahydrate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 14.0h， 生成 N-(1,5-dimethyl-1H-indol-2-yl)-N,4-dimethylbenzenesulfonamide
  参考文献：
  名称：

  N-Aminopyridinium Salts as Precursors for N-Centered Radicals – Direct Amidation of Arenes and Heteroarenes

  摘要：

  Readily prepared N-aminopyridinium salts are valuable precursors for the generation of N-centered radicals. Reduction of these salts by single electron transfer allows for clean generation of amidyl radicals. It is shown that direct radical C-H amination of heteroarenes and arenes can be achieved with N-aminopyridinium salts under mild conditions by using photoredox catalysis.

  DOI：

  10.1021/ol503338b

文献信息

• Palladium-/Copper-Catalyzed Regioselective Amination and Chloroamination of Indoles
  作者：Xue-Yuan Liu、Pin Gao、Yong-Wen Shen、Yong-Min Liang

  DOI：10.1021/ol201457y

  日期：2011.8.19

  A palladium-/copper-catalyzed intermolecular C-H amination reaction of indoles has been developed. This reaction proceeds in good to excellent yields to produce a variety of 2-amino-substituted indoles and exhibits excellent regioselectivity at room temperature. Furthermore, chloroamination of indoles provides a simple method for the construction of C-N and C-Cl bonds in one step.
• <i>N</i>-Aminopyridinium Salts as Precursors for N-Centered Radicals – Direct Amidation of Arenes and Heteroarenes
  作者：Tobias W. Greulich、Constantin G. Daniliuc、Armido Studer

  DOI：10.1021/ol503338b

  日期：2015.1.16

  Readily prepared N-aminopyridinium salts are valuable precursors for the generation of N-centered radicals. Reduction of these salts by single electron transfer allows for clean generation of amidyl radicals. It is shown that direct radical C-H amination of heteroarenes and arenes can be achieved with N-aminopyridinium salts under mild conditions by using photoredox catalysis.