1-(4-chlorophenyl)-3-phenyl-3-(phenylthio)propan-1-one | 140140-07-4

• 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: 1-(4-chlorophenyl)-3-phenyl-3-(phenylthio)propan-1-one
• 英文别名: 1-(4-Chlorophenyl)-3-phenyl-3-phenylsulfanylpropan-1-one
• CAS: 140140-07-4
• 化学式: C₂₁H₁₇ClOS
• 分子量: 352.884
• InChiKey: TUGUYDACPUBBSN-UHFFFAOYSA-N

物化性质

• 沸点：
  518.8±50.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对氯苯乙酮 、 苯甲醛 在 碘 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 1-(4-chlorophenyl)-3-phenyl-3-(phenylthio)propan-1-one
  参考文献：
  名称：

  Synthesis and Screening Antimicrobial Activities of Novel 1,3-Diaryl-3- (Phenylthio)Propan-1-One Derivatives

  摘要：

  In this study, a series of novel beta-mercapto carbonyl derivatives (3a-j) was prepared by addition of thiophenol (2) to chalcones (1a-j) in the presence of catalytic amount of iodine (10 mol%) in CH2Cl2. Antibacterial and antifungal in vitro properties of the synthesized compounds were tested against some human pathogenic microorganisms by employing the disk diffusion technique. For the most active compounds, also minimum inhibitory concentrations (MICs) were determined.

  DOI：

  10.1080/10426507.2011.632387

文献信息

• Ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene — An efficient and recyclable organocatalyst for Michael addition to α,β-unsaturated ketones
  作者：Manoj Kumar Muthyala、Bhupender S Chhikara、Keykavous Parang、Anil Kumar

  DOI：10.1139/v11-162

  日期：2012.3

  A novel ionic-liquid-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (IL–TBD) was synthesized and investigated for its ability to act as an active organocatalyst in the Michael addition of active methylene compounds and thiophenols to chalcones under solvent-free conditions. The IL–TBD afforded Michael addition products in excellent yields (82%–94%) at room temperature, and it was simply recycled and reused at least five times without significant loss of catalytic activity.

  合成了一种新型的离子液体支持的1,5,7-三氮杂双环[4.4.0]癸-5-烯（IL-TBD），并研究了其在活性亚甲基化合物和噻吩酚与香豆素进行迈克尔加成反应中作为活性有机催化剂的能力，且在无溶剂条件下。在室温下，IL-TBD以优异的产率（82%–94%）提供了迈克尔加成产物，并且可以简单地回收和至少重复使用五次而不显著损失催化活性。
• Catalyst-free chemoselective α-sulfenylation/β-thiolation for α,β-unsaturated carbonyl compounds
  作者：Xi Huang、Juan Li、Xiang Li、Jiayi Wang、Yanqing Peng、Gonghua Song

  DOI：10.1039/c9ra05708k

  日期：——

  A novel, efficient, catalyst-free and product-controllable strategy has been developed for the chemoselective α-sulfenylation/β-thiolation of α,β-unsaturated carbonyl compounds. An aromatic sulfur group could be chemoselectively introduced at α- or β-position of carbonyls with different sulfur reagents under slightly changed reaction conditions. A series of desired products were obtained in moderate

  开发了一种新颖、高效、无催化剂且产物可控的策略，用于 α,β-不饱和羰基化合物的化学选择性 α-磺基化/β-硫醇化。在稍微改变反应条件下，可以使用不同的硫试剂在羰基的α-或β-位上化学选择性地引入芳香族硫基团。以中等至优异的收率获得了一系列所需的产物。机理研究表明，B 2 pin 2在激活α,β-不饱和羰基化合物向β-硫醇化转变中发挥关键作用。这种无过渡金属催化剂的方法为α,β-不饱和羰基化合物的α-硫醇化或β-磺酰化产物的高度化学选择性制备提供了便捷有效的工具。