(4-phenoxyphenyl)(p-tolyl)sulfane | 41280-37-9

• 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: (4-phenoxyphenyl)(p-tolyl)sulfane
• 英文别名: 1-Methyl-4-(4-phenoxyphenyl)sulfanylbenzene
• CAS: 41280-37-9
• 化学式: C₁₉H₁₆OS
• 分子量: 292.401
• InChiKey: XDFKZRBECBZXME-UHFFFAOYSA-N

物化性质

• 沸点：
  436.2±28.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-phenoxyphenyl)(p-tolyl)sulfane 在 双氧水 、 溶剂黄146 作用下， 生成 4'-Phenoxy-4-methyl-diphenylsulfon
  参考文献：
  名称：

  Arcoria,A. et al., Gazzetta Chimica Italiana, 1961, vol. 91, p. 223 - 241

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲苯硫酚 在 CuMeSal 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 (4-phenoxyphenyl)(p-tolyl)sulfane
  参考文献：
  名称：

  A Mild, Nonbasic Synthesis of Thioethers. The Copper-Catalyzed Coupling of Boronic Acids with N-Thio(alkyl, aryl, heteroaryl)imides

  摘要：

  graphicA new synthesis of thioethers is described. The reaction of boronic acids with aryl, heteroaryl, and alkyl N-thloimides in the presence of catalytic quantities of a Cu(l) carboxylate affords good to excellent yields of thioethers. This reaction takes place in the absence of a base under mild conditions (THF, 45-50 degreesC, 2.5-12 h) and represents an interesting complement to known methods for thioether synthesis.

  DOI：

  10.1021/ol026948a

文献信息

• Direct C–H Thiolation for Selective Cross-Coupling of Arenes with Thiophenols via Aerobic Visible-Light Catalysis
  作者：Ge Liang、Jing-Hao Wang、Tao Lei、Yuan-Yuan Cheng、Chao Zhou、Ya-Jing Chen、Chen Ye、Bin Chen、Chen-Ho Tung、Li-Zhu Wu

  DOI：10.1021/acs.orglett.1c03090

  日期：2021.10.15

  An aerobic metal-free, visible-light-induced regioselective thiolation of phenols with thiophenols is reported. The cross-coupling protocol exhibits great functional group tolerance and high regioselectivity. Mechanistic studies reveal that the disulfide radical cation plays a crucial role in the visible-light catalysis of aerobic thiolation. Simply controlling the equivalent ratio of substrates enables

  报道了一种无氧金属、可见光诱导的苯酚与苯硫酚的区域选择性硫醇化反应。交叉偶联方案表现出良好的官能团耐受性和高区域选择性。机理研究表明，二硫化物自由基阳离子在有氧硫醇化的可见光催化中起着至关重要的作用。简单地控制底物的当量比，可以在一锅反应中选择性地形成具有高活性的硫化物或亚砜产物。
• Deoxygenative C–S Bond Coupling with Sulfinates via Nickel/Photoredox Dual Catalysis
  作者：Shuai Zhong、Zhiwei Zhou、Feng Zhao、Guojiang Mao、Guo-Jun Deng、Huawen Huang

  DOI：10.1021/acs.orglett.2c00478

  日期：2022.3.11

  The C–S bond formation from aryl halides and thiols has been well established under various catalytic systems. In this work, user-friendly sulfinates have been exploited as an efficient sulfenylating reagent in the C–S couplings through visible-light-induced photo/nickel dual catalysis under base- and external reductant-free conditions. A large number of aryl sulfide products were accessed with high

  芳基卤化物和硫醇形成的 C-S 键已在各种催化体系下得到很好的证实。在这项工作中，在无碱和无外部还原剂的条件下，通过可见光诱导的光/镍双催化，用户友好的亚磺酸盐被用作 C-S 偶联中的有效亚磺酰化试剂。获得了大量芳基硫醚产品，具有高选择性和对各种功能的高耐受性。
• Nickel-Catalyzed Decarbonylative Thioetherification of Carboxylic Acids with Thiols
  作者：Tianhao Xu、Xingyu Zhou、Xiong Xiao、Yan Yuan、Long Liu、Tianzeng Huang、Chunya Li、Zhi Tang、Tieqiao Chen

  DOI：10.1021/acs.joc.2c00866

  日期：2022.7.1

  A nickel-catalyzed decarbonylative thioetherification of carboxylic acids with thiols was developed. Under the reaction conditions, benzoic acids, cinnamic acids, and benzyl carboxylic acids coupled with various thiols including both aromatic and aliphatic ones produce the corresponding thioethers in up to 99% yields. Moreover, this reaction was applicable to the modification of bioactive molecules

  开发了一种镍催化的羧酸与硫醇的脱羰硫醚化反应。在该反应条件下，苯甲酸、肉桂酸和苄基羧酸与各种硫醇（包括芳香族和脂肪族硫醇）偶联生成相应的硫醚，收率高达 99%。此外，该反应还可用于3-甲基黄酮-8-羧酸、丙磺舒、氟灭酸等生物活性分子的修饰，以及杀螨剂氯苯苷的合成。这些结果很好地证明了这种新反应在有机合成中的潜在合成价值。