(E)-3-ethylsulfanyl-1-(4-methoxyphenyl)-3-phenylprop-2-en-1-one | 1315282-87-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-ethylsulfanyl-1-(4-methoxyphenyl)-3-phenylprop-2-en-1-one
• CAS: 1315282-87-1
• 化学式: C₁₈H₁₈O₂S
• 分子量: 298.406
• InChiKey: SLJPXUUYMFVYSQ-QGOAFFKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  3,3-bis(ethylthio)-1-(4-methoxyphenyl)prop-2-en-1-one 、 苯硼酸 在 四(三苯基膦)钯 、 噻吩-2-甲酸亚铜(I) 、 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以92%的产率得到(E)-3-ethylsulfanyl-1-(4-methoxyphenyl)-3-phenylprop-2-en-1-one
  参考文献：
  名称：

  以α-氧代乙炔二硫缩醛为结构单元的多取代烯烃和共轭二烯的区域和立体选择性合成

  摘要：

  一种有效的钯（0）催化，铜（I）介导的合成路线，以三取代的烯烃和共轭二烯已开发经由氧代引导利贝斯金德-Srogl交叉偶联反应的宝石-dihaloolefin型α氧代烯酮二硫与芳基和烯基硼酸。合成方案已证明了过渡金属促进的乙烯酮二硫缩醛转化的罕见实例，为高功能化的共轭二烯提供了一条新颖的途径。

  DOI：

  10.1021/ol201620g

文献信息

• BF3·Et2O promoted conjugate addition of ethanethiol to electron-deficient alkynes
  作者：Qing Fa Zhou、Xue Ping Chu、Shen Zhao、Tao Lu、Wei Fang Tang

  DOI：10.1016/j.cclet.2012.04.008

  日期：2012.6

  Abstract An effective method for the synthesis of vinyl thioethers through the conjugate addition of ethanethiol to electron-deficient alkynes promoted by BF 3 ·Et 2 O has been developed. Electron-deficient internal alkynes react with ethanethiol in this system to yield mainly Z -isomer of vinyl thioether adducts, while electron-deficient terminal alkynes afford mainly E -isomer of vinyl thioether

  摘要开发了一种有效的方法，该方法是通过将乙硫醇共轭加成到BF 3·Et 2 O促进的电子缺陷型炔烃中来合成乙烯基硫醚。缺电子的内部炔烃在该体系中与乙硫醇反应，主要生成乙烯基硫醚加合物的Z-异构体，而缺电子的末端炔烃主要提供乙烯基硫醚加合物的E-异构体。
• Tributylphosphine-catalyzed reaction of ethanethiol with alkynyl ketones
  作者：Shen Zhao、Qing Fa Zhou、Jia Zhi Liu、Wei Fang Tang、Tao Lu

  DOI：10.1016/j.cclet.2010.11.007

  日期：2011.4

  A stereoselective and effective method for the synthesis of vinyl thioethers has been developed. This method is based on the Michael addition of ethanethiol to various alkynyl ketones using 10 mol% of tributylphosphine as catalyst. Most of alkynyl ketones react with ethanethiol in this system to yield mainly Z-isomer of vinyl thioether adducts, only in one case mainly E-isomer of vinyl thioether adducts was observed. (C) 2010 Qing Fa Zhou. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Regio- and Stereoselective Synthesis of Multisubstituted Olefins and Conjugate Dienes by Using α-Oxo Ketene Dithioacetals as the Building Blocks
  作者：Weiwei Jin、Wangming Du、Qin Yang、Haifeng Yu、Jiping Chen、Zhengkun Yu

  DOI：10.1021/ol201620g

  日期：2011.8.19

  palladium(0)-catalyzed, Cu(I)-mediated synthetic route to trisubstituted olefins and conjugate dienes has been developed via oxo directing Liebeskind–Srogl cross-coupling reactions of gem-dihaloolefin-type α-oxo ketene dithioacetals with aryl and alkenylboronic acids. The synthetic protocol has demonstrated rare examples of transition-metal-promoted transformations of ketene dithioacetals, providing a novel route to

  一种有效的钯（0）催化，铜（I）介导的合成路线，以三取代的烯烃和共轭二烯已开发经由氧代引导利贝斯金德-Srogl交叉偶联反应的宝石-dihaloolefin型α氧代烯酮二硫与芳基和烯基硼酸。合成方案已证明了过渡金属促进的乙烯酮二硫缩醛转化的罕见实例，为高功能化的共轭二烯提供了一条新颖的途径。