4-(4-fluorophenylthio)-1,2,3-trimethoxybenzene

• 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-(4-fluorophenylthio)-1,2,3-trimethoxybenzene
• 英文别名: 1-(4-Fluorophenyl)sulfanyl-2,3,4-trimethoxybenzene
• 化学式: C₁₅H₁₅FO₃S
• 分子量: 294.347
• InChiKey: IFFVMDWOFQEXSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(4-fluorophenyl)sulfinyl-2,3,5,6-tetramethylphenol 在 三氟甲磺酸三甲基硅酯 、 对甲苯磺酸 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 1.17h， 生成 4-(4-fluorophenylthio)-1,2,3-trimethoxybenzene
  参考文献：
  名称：

  Facile and Efficient Sulfenylation Method Using Quinone Mono-O,S-Acetals under Mild Conditions

  摘要：

  A novel sulfenylation method induced by aromatization of quinone mono-O,S-acetals is described. These sulfenylation reagents readily react with silyl enolethers or electron rich aromatic compounds to give sulfenylation products under mild conditions. In particular, O,S-acetal 2j, which possesses a pentafluorophenylthio function, is the most effective reagent from the standpoint of the adaptability for various substrates.

  DOI：

  10.1021/jo001710q

文献信息

• Facile and Efficient Sulfenylation Method Using Quinone Mono-<i>O,S</i>-Acetals under Mild Conditions
  作者：Masato Matsugi、Kenji Murata、Kentoku Gotanda、Hisanori Nambu、Gopinathan Anilkumar、Keita Matsumoto、Yasuyuki Kita

  DOI：10.1021/jo001710q

  日期：2001.4.1

  A novel sulfenylation method induced by aromatization of quinone mono-O,S-acetals is described. These sulfenylation reagents readily react with silyl enolethers or electron rich aromatic compounds to give sulfenylation products under mild conditions. In particular, O,S-acetal 2j, which possesses a pentafluorophenylthio function, is the most effective reagent from the standpoint of the adaptability for various substrates.
• An efficient sulfenylation of aromatics using highly active quinone mono O , S -acetal bearing a pentafluorophenylthio group
  作者：Masato Matsugi、Kenji Murata、Hisanori Nambu、Yasuyuki Kita

  DOI：10.1016/s0040-4039(00)02186-9

  日期：2001.2

  A facile sulfenylation of various aromatic nuclei was achieved by use of the novel sulfenylation reagent, the quinone mono O,S-acetal bearing a pentafluorophenylthio group. This reagent functions below 0 degreesC in the presence of a catalytic amount of TMSOTf. (C) 2001 Elsevier Science Ltd. All rights reserved.