1,3-diphenyl-3-(4-bromophenylsulfanyl)propan-1-one | 1224876-30-5

• 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: 1,3-diphenyl-3-(4-bromophenylsulfanyl)propan-1-one
• 英文别名: 3-(4-Bromophenyl)sulfanyl-1,3-diphenylpropan-1-one；3-(4-bromophenyl)sulfanyl-1,3-diphenylpropan-1-one
• CAS: 1224876-30-5
• 化学式: C₂₁H₁₇BrOS
• 分子量: 397.335
• InChiKey: HTWIAAJEFQVYDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 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：

  苯甲醛 在 KF/Al2O3 50% 作用下， 以 甘油 为溶剂， 反应 7.0h， 生成 1,3-diphenyl-3-(4-bromophenylsulfanyl)propan-1-one
  参考文献：
  名称：

  Synthesis of β-Aryl-β-sulfanyl Ketones by a Sequential One-Pot Reaction Using KF/Al₂O₃ in Glycerol

  摘要：

  The title compounds were synthesized by a sequential one-pot reaction of aryl aldehydes, aryl-methyl ketones, and thiols promoted by KF/Al2O3. This methodology affords a large number of -aryl--sulfanyl ketone derivatives from aliphatic and aromatic thiols in good yields and is also applicable for solid substrates. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.788720

文献信息

• Squaric acid as an impressive organocatalyst for Michael addition in water
  作者：Najmadin Azizi、Elham Saki、Mahtab Edrisi

  DOI：10.1016/j.crci.2011.07.003

  日期：2011.11

  Résumé A simple, green, and environmentally benign protocol for squaric acid (5 mg) catalyst conjugate addition of aromatic amines and thiols to unsaturated carbonyl compounds in water in good to excellent yields is developed. The advantages of low sensitivity toward moisture and oxygen, high tolerance of different functional groups, green reaction media and efficient recyclability make this organocatalyst suitable for both laboratory and industrial scale synthesis of β-substituted carbonyls under very mild conditions.

  简历 开发了一种简单、绿色且对环境友好的方案，利用胡椒酸（5毫克）作为催化剂，在水介质中实现了芳香胺和硫醇对不饱和羰基化合物的共轭加成反应，产率良好至优异。该有机催化剂具有对湿气和氧气低敏感性、对多种官能团高度耐受性、绿色反应介质及高效可回收性等优点，非常适用于在非常温和条件下进行β-取代羰基化合物的实验室及工业规模合成。
• Synthesis of <font>β</font>-Aryl-<font>β</font>-sulfanyl Ketones by a Sequential One-Pot Reaction Using KF/Al₂O₃ in Glycerol
  作者：Gelson Perin、Katiúcia Mesquita、Tainara P. Calheiro、Márcio S. Silva、Eder J. Lenardão、Diego Alves、Raquel G. Jacob

  DOI：10.1080/00397911.2013.788720

  日期：2014.1.2

  The title compounds were synthesized by a sequential one-pot reaction of aryl aldehydes, aryl-methyl ketones, and thiols promoted by KF/Al2O3. This methodology affords a large number of -aryl--sulfanyl ketone derivatives from aliphatic and aromatic thiols in good yields and is also applicable for solid substrates. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]