(4-azidophenyl)(4-methoxyphenyl)sulfane

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (4-azidophenyl)(4-methoxyphenyl)sulfane
• 英文别名: 1-azido-4-(4-methoxyphenyl)sulfanylbenzene
• 化学式: C₁₃H₁₁N₃OS
• 分子量: 257.316
• InChiKey: UGLQFEVWKZCPBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  57.99
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  4-azidobenzenethiol 在 磺酰氯 、 三氟甲磺酸 、 bis(4-methoxyphenyl)selenide 、 三乙胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 1.92h， 生成 (4-azidophenyl)(4-methoxyphenyl)sulfane
  参考文献：
  名称：

  Lewis Base/Bronsted Acid Dual-Catalytic C–H Sulfenylation of Aromatics

  摘要：

  A Lewis base/Bronsted acid catalyzed aromatic sulfenylation is reported. These studies demonstrated that the incorporation of electron-rich sulfenyl groups proceeded in the absence of a Lewis base, with kinetic studies indicating an autocatalytic mechanism. The incorporation of electron-poor sulfenyl groups demonstrated little autocatalysis necessitating the use of a Lewis base. This method proved amenable to diverse arenes and heterocycles and was effective in the context of the late-stage functionalization of biologically active small molecules.

  DOI：

  10.1021/acs.orglett.8b01066

文献信息

• Lewis Base/Bronsted Acid Dual-Catalytic C–H Sulfenylation of Aromatics
  作者：Christopher J. Nalbandian、Zachary E. Brown、Erik Alvarez、Jeffrey L. Gustafson

  DOI：10.1021/acs.orglett.8b01066

  日期：2018.6.1

  A Lewis base/Bronsted acid catalyzed aromatic sulfenylation is reported. These studies demonstrated that the incorporation of electron-rich sulfenyl groups proceeded in the absence of a Lewis base, with kinetic studies indicating an autocatalytic mechanism. The incorporation of electron-poor sulfenyl groups demonstrated little autocatalysis necessitating the use of a Lewis base. This method proved amenable to diverse arenes and heterocycles and was effective in the context of the late-stage functionalization of biologically active small molecules.