2-((4-bromophenyl)thio)phenol | 1254831-59-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-((4-bromophenyl)thio)phenol
• 英文别名: 2-(4-Bromophenyl)sulfanylphenol；2-(4-bromophenyl)sulfanylphenol
• CAS: 1254831-59-8
• 化学式: C₁₂H₉BrOS
• 分子量: 281.173
• InChiKey: PQOVTHQJVDUCID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  钠盐 、 环己酮 在 碘 、 二甲基亚砜 、 亚磷酸二乙酯 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以68%的产率得到2-((4-bromophenyl)thio)phenol
  参考文献：
  名称：

  Iodine-promoted 2-arylsulfanylphenol formation using cyclohexanones as phenol source

  摘要：

  描述了一种新的方法，通过脱氢反应利用环己酮作为酚源，形成2-芳基硫酚。各种芳香族钠亚硫酸盐和磺酰氯在碘促进剂的存在下作为有效的偶联合伙人，以构建新的C–S键。

  DOI：

  10.1039/c4ra08014a

文献信息

• Iodine-catalyzed efficient 2-arylsulfanylphenol formation from thiols and cyclohexanones
  作者：Yunfeng Liao、Pengcheng Jiang、Shanping Chen、Hongrui Qi、Guo-Jun Deng

  DOI：10.1039/c3gc41671b

  日期：——

  A novel method for the formation of 2-arylsulfanylphenols from thiols and cyclohexanones is described. Iodine was used as an effective catalyst for this kind of transformation. Cyclohexanones were used as a phenol source via a dehydrogenation and tautomerization reaction.

  描述了一种由硫醇和环己酮形成2-芳基硫烷基苯酚的新方法。碘被用作这种转化的有效催化剂。环己酮通过脱氢和互变异构反应用作酚源。
• Facile Synthesis of 2-(Phenylthio)phenols by Copper(I)-Catalyzed Tandem Transformation of C−S Coupling/C−H Functionalization
  作者：Runsheng Xu、Jie-Ping Wan、Hui Mao、Yuanjiang Pan

  DOI：10.1021/ja107758d

  日期：2010.11.10

  2-(Phenylthio)phenols were successfully synthesized from simple phenols and aromatic halides by using dimethyl sulfoxide as the oxidant. The transformation was accomplished via tandem copper(I)-catalyzed C-S coupling/C-H functionalization employing the CuI/L [L = (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one] catalyst system. The mechanism of the reaction was elucidated based on an isotope

  以二甲亚砜为氧化剂，由简单酚类和芳香卤化物成功合成了2-(苯硫基)酚类化合物。转化是通过串联铜 (I)-催化的 CS 偶联/CH 官能化完成的，使用 CuI/L [L = (E)-3-(二甲氨基)-1-(2-羟基苯基)prop-2-en-1-一]催化剂体系。基于同位素标记策略阐明了反应机理。
• Iodine-Catalyzed Selective Synthesis of 2-Sulfanylphenols<i>via</i>Oxidative Aromatization of Cyclohexanones and Disulfides
  作者：Wenlei Ge、Xun Zhu、Yunyang Wei

  DOI：10.1002/adsc.201300493

  日期：2013.10.11

  AbstractIodine‐catalyzed intermolecular dehydrogenative aromatizations of six‐membered cyclohexanones for the selective synthesis of 2‐sulfanylphenols have been developed. Both aryl and alkyl disulfides can be used as sulfanylation reagents to give the desired products in good yields under the optimized reaction conditions. The catalytic reaction uses dimethyl sulfoxide or oxygen as the terminal oxidant and avoids the use of transition metal catalysts. In addition, α‐sulfanyl enones could also be obtained via an iodine‐catalyzed oxidative system from simple cyclic ketones using dimethyl sulfoxide as the oxidant.magnified image
• Iodine-promoted 2-arylsulfanylphenol formation using cyclohexanones as phenol source
  作者：Ya Chen、Fuhong Xiao、Hui Chen、Saiwen Liu、Guo-Jun Deng

  DOI：10.1039/c4ra08014a

  日期：——

  A novel method for the formation of 2-arylsulfanylphenols using cyclohexanones as phenol source via dehydrogenation is described. Various aromatic sodium sulfinates and sulfonyl chlorides acted as efficient coupling partners to construct new C–S bonds in the presence of an iodine promoter.

  描述了一种新的方法，通过脱氢反应利用环己酮作为酚源，形成2-芳基硫酚。各种芳香族钠亚硫酸盐和磺酰氯在碘促进剂的存在下作为有效的偶联合伙人，以构建新的C–S键。