2-((4-methoxyphenyl)thio)-1-phenylethanol | 1178781-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-((4-methoxyphenyl)thio)-1-phenylethanol
• 英文别名: 2-((4-methoxyphenyl)thio)-1-phenylethan-1-ol；2-(4-Methoxyphenyl)sulfanyl-1-phenylethanol
• CAS: 1178781-29-7
• 化学式: C₁₅H₁₆O₂S
• mdl: MFCD13233792
• 分子量: 260.357
• InChiKey: HWHARGPXVNGAIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 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：
  54.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲氧基苯硫酚 在 磺酰氯 、 水 、 溶剂黄146 、 zinc(II) chloride 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 5.5h， 生成 2-((4-methoxyphenyl)thio)-1-phenylethanol
  参考文献：
  名称：

  苯乙烯与亚磺酰氯的发散羟基亚磺酰化和氯磺酰化受亚砜-鎓离子的控制歧化控制

  摘要：

  在此，亚磺酰氯和苯乙烯已被用于提供由均相 ZnCl 2催化的 β-羟基-苯乙基硫化物，或由异质 CuO 纳米颗粒 (NP) 介导的 β-氯-苯乙基砜。实现这种不同合成策略的关键是由不同金属配合物诱导的亚砜-鎓离子的受控歧化过程。由于条件温和，两种方案都可以容忍各种官能团和杂环。机理研究揭示了亚砜离子在两种反应途径中的关键作用，并表明金属控制的歧化反应决定了产物中硫的氧化态。

  DOI：

  10.1002/adsc.202300320

文献信息

• Visible‐Light‐Induced Hydroxysulfurization and Alkoxysulfurization of Styrenes in the Absence of Photocatalyst: Synthesis of β‐Hydroxysulfides and β‐Alkoxysulfides
  作者：Hongjie Ruan、Ling‐Guo Meng、Lingqiong Zhu、Lei Wang

  DOI：10.1002/adsc.201900140

  日期：2019.7.2

  We developed hydroxysulfurization and alkoxysulfurization of styrenes using a visible‐light synthetic strategy in the absence of photocatalyst and oxidant. This strategy provided the corresponding β‐hydroxysulfides and β‐alkoxysulfides in moderate to good yields with high regioselectivity. The reaction was tolerated by a wide range of functional groups. This is the first example of ArSSAr/CBr4 system

  我们在无光催化剂和氧化剂的情况下，采用可见光合成策略开发了苯乙烯的羟基硫化和烷氧基硫化。该策略以中等至良好的产率提供了相应的β-羟基硫化物和β-烷氧基硫化物，且具有较高的区域选择性。该反应被多种官能团所耐受。这是ArSSAr / CBr 4系统引入有机转化的第一个例子。
• Solvent-mediated switching between oxidative addition and addition–oxidation: access to β-hydroxysulfides and β-arylsulfones by the addition of thiols to olefins in the presence of Oxone
  作者：Soumen Payra、Navin Yadav、Jarugu Narasimha Moorthy

  DOI：10.1039/d1nj04892a

  日期：——

  The reaction between aryl olefins and thiols in the presence of Oxone in toluene–water (9 : 1, v/v) affords β-hydroxy-2-arylethyl aryl sulfides smoothly by the interception of intermediary thiyl radicals with aryl olefins; the former are generated by the oxidation of thiols with Oxone in a biphasic medium. However, the change of the solvent system to acetonitrile–water facilitates a nonradical and

  芳基烯烃和硫醇在 Oxone 存在下在甲苯-水 (9 : 1, v/v) 中的反应通过拦截中间硫基自由基与芳基烯烃顺利地提供 β-羟基-2-芳基乙基芳基硫化物；前者是通过在双相介质中用 Oxone 氧化硫醇产生的。然而，将溶剂系统改为乙腈 - 水促进了非自由基和协同途径，仅通过串联点击反应，然后氧化。本质上，在甲苯-水介质中促进了“氧化加成”，而在乙腈-水介质中促进了“加成-氧化”。鉴于 Oxone 易于获得、环境友好且价格低廉，溶剂介导的转换构成了对两种不同产品的轻松直接访问，即 β-羟基-2-芳基乙基芳基硫化物和 2-芳基乙基芳基砜。
• Aerobic Copper(II)-catalyzed synthesis of β-hydroxysulfides and selenides from alkenes with disulfides and diselenides
  作者：Nobukazu Taniguchi

  DOI：10.1016/j.tet.2022.132689

  日期：2022.3

  A copper-catalyzed hydroxysulfenylation of alkenes was achieved using disulfides in the presence of n-Bu4NI and H2O. The procedure smoothly proceeded under air atmosphere, and the corresponding β-hydroxysulfides were obtained with regio- and anti-selectivity in good yields. Furthermore, a reaction using diselenides effectively produced the expected β-hydroxyselenides. These reactions could use both

  在 n-Bu 4 NI 和 H 2 O存在下，铜催化烯烃的羟基亚磺酰化反应，在n- Bu 4 NI 和 H 2 O 存在下，反应过程顺利进行，得到了区域选择性和抗选择性良好的β-羟基硫化物。产量。此外，使用二硒化物的反应有效地产生了预期的β-羟基硒化物。这些反应可以使用二硫属化物上的两个硫属化物基团。此外，该程序还适用于使用硫醇进行的氢化亚磺酰化。
• Complex catalyst, process for producing the complex catalyst, and process for producing alchohol derivative with the complex catalyst
  申请人：——

  公开号：US20040077487A1

  公开（公告）日：2004-04-22

  There are provided (asymmetric) complex catalysts comprising metal complexes and Lewis acids as components, the metal complex being of formula (1): 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are the same or different and are independently hydrogen, halogen, alkyl or the like; one of R 9 and R 10 is hydrogen and the other is alkyl of 1 to 4 carbon atoms or the like; Q is a single bond or alkylene of 1 to 4 carbon atoms; M is a metal ion; and A is a balancing counter ion or ligand; processes for the production of these complex catalysts; processes for the production of (optically active) alcohol derivatives, characterized in that cyclic ether compounds are reacted with phenol derivatives in the presence of these complex catalysts; and further processes for producing (optically active) nitrogen-containing heterocyclic compounds by reacting these alcohol derivatives with halogenated nitrogen-containing heterocyclic compounds in the presence of a base.

  提供了由金属配合物和路易斯酸组成的（不对称的）复杂催化剂，其中金属配合物的化学式为（1）：1其中R1、R2、R3、R4、R5、R6、R7和R8相同或不同，独立地是氢、卤素、烷基或类似物；R9和R10中的一个是氢，另一个是1至4个碳原子的烷基或类似物；Q是单键或1至4个碳原子的烷基；M是金属离子；A是平衡的反离子或配体；制备这些复杂催化剂的方法；制备（光学活性的）醇衍生物的方法，其特征在于在这些复杂催化剂的存在下，环氧化合物与酚衍生物反应；以及在碱的存在下，通过将这些醇衍生物与卤素化的含氮杂环化合物反应，制备（光学活性的）含氮杂环化合物的进一步方法。
• Regioselective synthesis of <i>β</i> ‐hydroxy sulfides using aryl halides
  作者：Najmeh Nowrouzi、Mohammad Abbasi、Elham Shaikhi Shahidzadeh

  DOI：10.1002/aoc.6941

  日期：2023.2

  Cyanodithioformate salt as an odorless and simply operational source of sulfur was reacted with aryl halides in the presence of copper iodide, affording diaryl disulfide, which reacted with styrenes/α-methylstyrene in second step to form β-Hydroxy sulfides with high regioselectivity in good to excellent yields.

  氰基二硫代甲酸盐作为一种无味且操作简单的硫源，在碘化铜存在下与芳基卤化物反应，得到二芳基二硫化物，二芳基二硫化物在第二步与苯乙烯/ α-甲基苯乙烯反应形成β-羟基硫化物，具有良好的区域选择性优良的产量。