1-(2,6-bis(phenylthio)phenyl)-1H-pyrazole | 1584673-54-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2,6-bis(phenylthio)phenyl)-1H-pyrazole
• 英文别名: 1-[2,6-Bis(phenylsulfanyl)phenyl]pyrazole
• CAS: 1584673-54-0
• 化学式: C₂₁H₁₆N₂S₂
• 分子量: 360.503
• InChiKey: WKHIBMBDIOCORW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二苯二硫醚 在 双(乙腈)氯化钯(II) 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 60.0h， 生成 1-(2,6-bis(phenylthio)phenyl)-1H-pyrazole
  参考文献：
  名称：

  Pd(II)-catalyzed selective sulfenylation of arene C–H bonds using N-arylthiobenzamides as thiolation reagent and oxidant

  摘要：

  The palladium-catalyzed direct sulfenylation of arenes with N-arylthiobenzamides was developed for the synthesis of aryl sulfides. Additional oxidant was not required for the catalytic cycle because N-arylthiobenzamide was used as both thiolation reagent and oxidant. The selective mono- or di-sulfenylation could be controlled by addition of the amount of N-arylthiobenzamide. Excellent functional group tolerance was observed and thioethers or dithioethers were obtained in good yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.06.077

文献信息

• Rhodium-Catalyzed Directed Sulfenylation of Arene CH Bonds
  作者：Yaxi Yang、Wei Hou、Lihuai Qin、Juanjuan Du、Huijin Feng、Bing Zhou、Yuanchao Li

  DOI：10.1002/chem.201303730

  日期：2014.1.7

  The rhodium‐catalyzed intermolecular direct CH thiolation of arenes with aryl and alkyl disulfides was developed for the first time to provide a convenient route to aryl thioethers. This strategy is compatible with many different directing groups and exhibits excellent functional group tolerance. More significantly, mono‐ or dithiolation can be selectively achieved, thus providing a straightforward

  首次开发了铑催化芳烃和烷基二硫化物的分子间直接CH硫醇化反应，从而为制备芳基硫醚提供了便利的途径。该策略可与许多不同的导向基团兼容，并具有出色的官能团耐受性。更重要的是，可以选择性地实现单或二硫代化，从而为选择性制备芳基硫醚和二硫醚提供了直接的方法。