Ethyl 2-(4-chlorophenyl)-2-phenylsulfanylacetate | 137152-60-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Ethyl 2-(4-chlorophenyl)-2-phenylsulfanylacetate
• CAS: 137152-60-4
• 化学式: C₁₆H₁₅ClO₂S
• 分子量: 306.813
• InChiKey: CARNGSGBQZXMOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对氯苯乙酸乙酯 、 二苯二硫醚 在 四丁基硫酸氢铵 、 potassium carbonate 作用下， 反应 24.0h， 以51%的产率得到Ethyl 2-(4-chlorophenyl)-2-phenylsulfanylacetate
  参考文献：
  名称：

  PTC Sulfanylation of Arylacetates

  摘要：

  Phase-transfer catalysis, in the absence of solvent, was successfully applied to the sulfanylation of a series of arylacetates leading, in most cases, to acceptable yields of alpha-monosulfanylated derivatives.

  DOI：

  10.1081/scc-120024728

文献信息

• A Facile One-Pot Synthesis of α-Hydroxy Acids and Their Derivatives
  作者：Claudie Florac、Philippe Le Grel、Michèle Baudy-Floc'h、Albert Robert

  DOI：10.1055/s-1991-26562

  日期：——

  2-Substituted oxirane-1,1-dicarbonitriles react with water, alcohols or phenol to give 2-substituted 2-hydroxyacetic acids, alkyl 2-alkoxyacetates and phenyl 2-phenoxyacetates, respectively. Reaction of 2-substituted oxirane-1,1-dicarbonitrile with thiophenol and a nucleophile, typically water ethanol or urea, gave 2-(phenylthio)acetic acids, ethyl 2-(phenylthio)acetates and N-aminocarbonyl-2-(phenylthio)acetamides.

  2-取代的环氧乙烷-1,1-二氰基化合物与水、醇或苯酚反应，分别生成2-取代的2-羟基乙酸、烷基2-烷氧基乙酸酯和苯基2-苯氧基乙酸酯。2-取代的环氧乙烷-1,1-二氰基化合物与硫酚及亲核试剂（通常为水、乙醇或尿素）反应，生成2-(苯硫基)乙酸、乙基2-(苯硫基)乙酸酯和N-氨基羰基-2-(苯硫基)乙酰胺。
• A New Approach to the S–H Insertion Reaction of α-Keto Esters and Thiols
  作者：Changchun Yuan、Kai Fu、Kaixin Tian、Zhenguo Zhang、Jingjing Guo

  DOI：10.1055/s-0041-1738438

  日期：2023.9

  activity. An easy and highly efficient approach to sulfur-containing compounds, by S–H insertion reactions of α-keto esters with thiols, is reported. The substrate scope was remarkably wide, affording the corresponding products in up to 97% yield. Overall, the raw materials were readily available and the reaction conditions were mild in this synthetic method.

  众所周知，含硫化合物经常出现在大量具有相关生物活性的天然和合成分子中。报道了通过 α-酮酯与硫醇的 S-H 插入反应，一种简单高效的含硫化合物制备方法。底物范围非常广泛，相应产物的产率高达97%。总的来说，该合成方法原料易得，反应条件温和。