1-(4-chlorophenyl)-2-(phenylthio)ethanol | 119135-76-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-(4-chlorophenyl)-2-(phenylthio)ethanol
• 英文别名: 1-(4-chlorophenyl)-2-(phenylthio)ethan-1-ol；1-(4-Chlorophenyl)-2-phenylsulfanylethanol
• CAS: 119135-76-1
• 化学式: C₁₄H₁₃ClOS
• 分子量: 264.776
• InChiKey: YJAOXLMBLGBORY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  三甲基(苯硫甲基)硅烷 在 四丁基氟化铵 盐酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 15.0h， 生成 1-(4-chlorophenyl)-2-(phenylthio)ethanol
  参考文献：
  名称：

  Hosomi, Akira; Ogata, Koichiro; Hoashi, Koichiro, Chemical and pharmaceutical bulletin, 1988, vol. 36, # 9, p. 3736 - 3738

  摘要：

  DOI：

文献信息

• Aerobic oxysulfonylation of alkenes using thiophenols: an efficient one-pot route to β-ketosulfones
  作者：Atul K. Singh、Ruchi Chawla、Twinkle Keshari、Vinod K. Yadav、Lal Dhar S. Yadav

  DOI：10.1039/c4ob00776j

  日期：——

  We have developed a highly efficient synthetic route to β-ketosulfones via AgNO3 catalyzed oxysulfonylation of alkenes using thiophenols in the presence of air (O2) and K2S2O8 as eco-friendly oxidants. Thiophenols have been used as sulfonylation precursors for the first time in a dioxygen activation based radical process. Moreover, the protocol also offers a new and convenient method for the synthesis

  我们已经开发出了一种高效的合成路线，该路线是在空气（O 2）和K 2 S 2 O 8作为生态友好型氧化剂的情况下，通过使用苯硫酚通过AgNO 3催化的烯烃的氧磺酰化反应。硫酚在基于双氧活化的自由基工艺中首次被用作磺酰化前体。此外，该方案还提供了一种在不使用任何引发剂的情况下，在室温下合成β-羟基硫化物的新型便捷方法。
• Iodine-catalysed regioselective synthesis of β -hydroxysulfides
  作者：Piyush Tehri、Balakrishna Aegurula、Rama Krishna Peddinti

  DOI：10.1016/j.tetlet.2017.04.043

  日期：2017.5

  A metal-free, and environment benign iodine-catalysed protocol has been developed for the regioselective synthesis of β-hydroxysulfides in good to excellent yields from easily accessible styrenes and thiophenols. The reaction involves single step CS and CO bonds construction.

  已经开发了一种无金属且环境友好的碘催化方案，用于以易于获得的苯乙烯和苯酚为原料，以良好至极好的收率，选择性地合成β-羟基硫化物。该反应涉及单步C S和C O键的构建。
• 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。
• A Photoredox Coupling Reaction of Benzylboronic Esters and Carbonyl Compounds in Batch and Flow
  作者：Yiding Chen、Oliver May、David C. Blakemore、Steven V. Ley

  DOI：10.1021/acs.orglett.9b02307

  日期：2019.8.2

  Mild cross-coupling reaction between benzylboronic esters with carbonyl compounds and some imines was achieved under visible-light-induced iridium-catalyzed photoredox conditions. Functional group tolerance was demonstrated by 51 examples, including 13 heterocyclic compounds. Gram-scale reaction was realized through the use of computer-controlled continuous flow photoreactors.

  在可见光诱导的铱催化的光氧化还原条件下，苄基硼酸酯与羰基化合物和一些亚胺之间实现了温和的交叉偶联反应。通过51个实例（包括13个杂环化合物）证明了官能团的耐受性。革兰氏反应是通过使用计算机控制的连续流光反应器实现的。
• One-pot synthesis of β-hydroxysulfides from styrenes and disulfides using the Zn/AlCl3 system
  作者：Barahman Movassagh、Mozhgan Navidi

  DOI：10.1016/j.tetlet.2008.09.071

  日期：2008.11

  A simple, general, and highly regioselective procedure has been developed for the one-pot synthesis of β-hydroxysulfides in good yields from various styrenes and disulfides by cleavage of the S–S bond with a Zn/AlCl3 system in aqueous acetonitrile at 80 °C and in the presence of oxygen.

  已开发出一种简单，通用且具有高度区域选择性的方法，用于通过一锅法从80℃的乙腈水溶液中用Zn / AlCl 3系统裂解S–S键，以多种苯乙烯和二硫化物的高收率一站式合成β-羟基硫化物。°C并在有氧气的情况下。