(2-ethoxy-2-phenylethyl)(p-tolyl)sulfane | 42330-84-7

• 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: (2-ethoxy-2-phenylethyl)(p-tolyl)sulfane
• 英文别名: 1-[(2-ethoxy-2-phenylethyl)sulfanyl]-4-methylbenzene；1-Ethoxy-1-phenyl-2-(p-tolylthio)ethan；1-(2-Ethoxy-2-phenylethyl)sulfanyl-4-methylbenzene；1-(2-ethoxy-2-phenylethyl)sulfanyl-4-methylbenzene
• CAS: 42330-84-7
• 化学式: C₁₇H₂₀OS
• 分子量: 272.411
• InChiKey: XHDJQTXXOVXIIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (±)-2-氯-1-苯基乙醇 在 氯化亚砜 、 sodium ethanolate 、 lithium perchlorate 作用下， 生成 (2-ethoxy-2-phenylethyl)(p-tolyl)sulfane
  参考文献：
  名称：

  Bird,R.; Stirling,J.M., Journal of the Chemical Society. Perkin transactions II, 1973, p. 1221 - 1226

  摘要：

  DOI：

文献信息

• Tetrabutylammonium Iodide Mediated Synthesis of β-Alkoxy Sulfides and Vinyl Sulfones by Using Benzenesulfonyl Chlorides as the Sulfur Sources under Acidic or Alkaline Conditions
  作者：Sen Lin、Shengmei Guo、Dingyi Wang、Rongxing Zhang、Zhaohua Yan

  DOI：10.1055/s-0035-1561667

  日期：——

  from benzenesulfonyl chlorides and alkenes is described. Under acidic condition, a wide range of β-alkoxy sulfides were obtained in good to excellent yields, whereas under alkaline conditions, various vinyl sulfones were produced in moderate to good yields. A novel preparation of (E)-β-iodovinyl sulfones was achieved through direct difunctionalization of alkynes with benzenesulfonyl chlorides and TBAI

  描述了四丁基碘化铵 (TBAI) 促进从苯磺酰氯和烯烃生成含硫化合物。在酸性条件下，以良好到极好的收率获得了广泛的 β-烷氧基硫化物，而在碱性条件下，以中等至良好的收率生产了各种乙烯基砜。通过炔烃与苯磺酰氯和 TBAI 的直接双官能化，实现了 (E)-β-碘乙烯基砜的新制备。
• Iodine-catalyzed three-component oxysulfenylation of alkenes with sulfonyl hydrazides and alcohols
  作者：Fu-Lai Yang、Fu-Xiang Wang、Ting-Ting Wang、Yi-Jie Wang、Shi-Kai Tian

  DOI：10.1039/c3cc48961b

  日期：——

  An unprecedented three-component oxysulfenylation reaction of alkenes with sulfonyl hydrazides and alcohols has been developed in the presence of 20 mol% iodine to give a range of structurally diverse beta-alkoxy sulfides in good to excellent yields.

  在20摩尔％碘的存在下，烯烃与磺酰肼和醇的空前的三组分氧亚磺酰基化反应已得到开发，从而以良好至极佳的收率提供了一系列结构多样的β-烷氧基硫化物。
• Three-component oxysulfenylation reaction: two simple and convenient approaches to β-alkoxy sulfides
  作者：Dingyi Wang、Rongxing Zhang、Wei Ning、Zhaohua Yan、Sen Lin

  DOI：10.1039/c6ob00646a

  日期：——

  An unprecedented method for the synthesis of β-alkoxy sulfides via a NaI/HBr-mediated three-component oxysulfenylation reaction of alkenes with arylsulfinic acids and alcohols is reported. Furthermore, I2-promoted oxysulfenylation of alkenes using sodium arylsulfinates instead of arylsulfinic acids to synthesise various β-alkoxy sulfides is also described.

  据报道，一种空前的方法是通过NaI / HBr介导的烯烃与芳基亚磺酸和醇的三组分氧亚磺酰化反应合成β-烷氧基硫化物。此外，还描述了使用芳基亚磺酸钠代替芳基亚磺酸来I 2促进的烯烃的氧亚磺酰基化以合成各种β-烷氧基硫化物。
• Catalytic Chalcogenylation under Greener Conditions: A Solvent-Free Sulfur- and Seleno-functionalization of Olefins via I₂/DMSO Oxidant System
  作者：André A. Vieira、Juliano B. Azeredo、Marcelo Godoi、Claudio Santi、Eufrânio N. da Silva Júnior、Antonio L. Braga

  DOI：10.1021/jo502621a

  日期：2015.2.20

  Herein, we report a solvent- and metal-free methodology for the alkoxy-chalcogenylation of styrenes, using molecular iodine as a catalyst, DMSO as a stoichiometric oxidant, and different nucleophiles under microwave irradiation. This eco-friendly approach afforded the desired products in good to excellent yields in only 10 min. In addition, using the same protocol, we carried out the cyclization reaction of relevant molecules, such as lapachol derivatives.