N-benzhydryl-N,4-dimethylbenzenesulfonamide | 878933-27-8

• 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-benzhydryl-N,4-dimethylbenzenesulfonamide
• CAS: 878933-27-8
• 化学式: C₂₁H₂₁NO₂S
• 分子量: 351.469
• InChiKey: RODZEJIRCCAQKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-benzhydryl-N,4-dimethylbenzenesulfonamide 、 乙酰丙酮 在 ytterbium(III) triflate 作用下， 以 硝基甲烷 为溶剂， 反应 24.0h， 以99%的产率得到3-benzhydryl-pentane-2,4-dione
  参考文献：
  名称：

  Yb(OTf)3-promoted effective benzylation and allylation with N-tosyl amino group as a stable leaving group

  摘要：

  A simple, inexpensive, environmentally friendly, and highly efficient benzylation and allylation of 1,3-dicarbonyl compounds with sulfonamides in the presence of Yb(OTf)(3) is described. Yb(OTf)(3) was proved to be a good catalyst for the cleavage of sp(3) carbon-nitrogen bond. Various 1,3-dicarbonyl compounds can couple with a broad range of tosyl-activated benzylic and allylic amines to give diversely functionalized products in good to excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.141
• 作为产物：
  描述：

  二苯基甲烷 、 N-甲基对甲苯磺酰胺 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以67%的产率得到N-benzhydryl-N,4-dimethylbenzenesulfonamide
  参考文献：
  名称：

  通过苄基CH键和酰胺的无过渡金属的氧化偶联形成CN键的便捷途径

  摘要：

  使用2,3-二氯-5,6-二氰基对苯醌（DDQ）作为氧化剂，我们传达了苄基CH键与酰胺的有效氧化CN偶联，以高收率提供了一系列胺化产品。广泛耐受各种官能团以及各种磺酰胺和羧酰胺。而且，该反应涉及具有挑战性的CH官能化和CN键的形成。

  DOI：

  10.1007/s11426-015-5381-2

文献信息

• Yb(OTf)3-promoted effective benzylation and allylation with N-tosyl amino group as a stable leaving group
  作者：Jinqian Liu、Limin Wang、Xingzhou Zheng、Aili Wang、Mengyun Zhu、Jianjun Yu、Qiang Shen

  DOI：10.1016/j.tetlet.2012.01.141

  日期：2012.4

  A simple, inexpensive, environmentally friendly, and highly efficient benzylation and allylation of 1,3-dicarbonyl compounds with sulfonamides in the presence of Yb(OTf)(3) is described. Yb(OTf)(3) was proved to be a good catalyst for the cleavage of sp(3) carbon-nitrogen bond. Various 1,3-dicarbonyl compounds can couple with a broad range of tosyl-activated benzylic and allylic amines to give diversely functionalized products in good to excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.
• A facile access for the C-N bond formation by transition metal-free oxidative coupling of benzylic C-H bonds and amides
  作者：Jie Liu、Heng Zhang、Hong Yi、Chao Liu、Aiwen Lei

  DOI：10.1007/s11426-015-5381-2

  日期：2015.8

  as the oxidant, we communicate an efficient oxidative C-N coupling of benzylic C-H bonds with amides to afford a series of amination products in good yields. A wide range of functional groups as well as various sulfonamides and carboxamides are well tolerated. Moreover, this reaction involves both the challenging C-H functionalization and C-N bond formation.

  使用2,3-二氯-5,6-二氰基对苯醌（DDQ）作为氧化剂，我们传达了苄基CH键与酰胺的有效氧化CN偶联，以高收率提供了一系列胺化产品。广泛耐受各种官能团以及各种磺酰胺和羧酰胺。而且，该反应涉及具有挑战性的CH官能化和CN键的形成。