S-benzyl 4-phenylbenzenecarbothioate | 1215309-91-3

• 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: S-benzyl 4-phenylbenzenecarbothioate
• CAS: 1215309-91-3
• 化学式: C₂₀H₁₆OS
• 分子量: 304.412
• InChiKey: YYKGSEISANJHQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  在 三乙烯二胺 、 水 作用下， 生成 S-benzyl 4-phenylbenzenecarbothioate
  参考文献：
  名称：

  Solvent-Free Conversion of Thioamides to Thioesters

  摘要：

  [image omitted] Diverse thioesters were efficiently prepared via the solvent-free reaction of thioamide derivatives with alkyl halides in the presence of catalytic amounts of 1,4-diazabicyclo[2.2.2]octane (DABCO) in small quantities of water and in good to excellent yields.

  DOI：

  10.1080/00397911.2010.503001

文献信息

• One-Step Conversion of Alcohols into Thioesters
  作者：Hassan Boeini、Mehdi Mobin

  DOI：10.1055/s-0030-1259028

  日期：2010.12

  A one-step conversion of alcohols into thioesters under solvent-free conditions is reported. The alcohols were reacted with primary thioamides in the presence of p-toluenesulfonic acid under solvent-free conditions to produce the corresponding thioesters in good to excellent yields.

  报道了在无溶剂条件下将醇一步转化为硫酯。醇与伯硫代酰胺在对甲苯磺酸存在下在无溶剂条件下反应，以良好至极好的产率制备相应的硫酯。
• Highly efficient synthesis of thioesters in water
  作者：Hassan Zali Boeini、Maryam Eshghi Kashan

  DOI：10.1039/b916852d

  日期：——

  Thioesters were efficiently prepared via the direct reaction of tertiary thioamides and alkyl halides in water, and in the presence of catalytic amounts of NaI, hexadecyltrimethylammonium bromide (HTAB), and 1,4-diazabicyclo[2.2.2]octane (DABCO). Hence, thioamides smoothly undergo an S-alkylation with alkyl halides in aqueous media following by hydrolysis to afford the corresponding thioesters in very good to excellent yields.

  在 NaI、十六烷基三甲基溴化铵（HTAB）和 1,4-二氮杂双环[2.2.2]辛烷（DABCO）的催化下，通过叔硫酰胺和烷基卤化物在水中的直接反应，可以高效地制备硫代酯。因此，硫代酰胺在水介质中可以顺利地与烷基卤化物发生 S-烷基化反应，然后通过水解得到相应的硫代酯，收率非常好甚至非常高。
• Rare Earth Amide-Catalyzed Direct Thioesterification of Aldehydes with Thiols under Mild Conditions
  作者：Nadia Ismaeel、Sajid Imran、Xuehua Zhu、Jue Chen、Dan Yuan、Yingming Yao

  DOI：10.1021/acs.orglett.3c03497

  日期：2023.12.8

  Direct thioesterification of aldehydes with thiols catalyzed by readily accessible rare earth/lithium amide RE[N(SiMe3)2]3(μ-Cl)Li(THF)3 is developed, which enables the preparation of a range of thioesters (31 examples) under room temperature and solvent-free conditions, without using any additive or external oxidant. This method provides a straightforward and atom-efficient approach for the thioester

  开发了由容易获得的稀土/氨基锂 RE[N(SiMe 3 ) 2 ] 3 (μ-Cl)Li(THF) 3催化的醛与硫醇的直接硫酯化反应，可制备一系列硫酯（31 个实例） ）在室温和无溶剂条件下，不使用任何添加剂或外部氧化剂。该方法为硫酯合成提供了一种简单且原子效率高的方法。
• Sulfonated porous carbon catalyzed direct and efficient conversion of tertiary, allylic, and benzylic alcohols to thioesters
  作者：Hassan Zali-Boeini、Aida Khajeh

  DOI：10.1080/17415993.2012.684204

  日期：2012.6

  A one-pot conversion of alcohols to thioesters using a sulfonated porous carbon (SPC) as a solid acid catalyst is reported. It was found that, when a tertiary, benzylic, or allylic alcohol was reacted with thioamides in the presence of SPC, the corresponding thioesters were produced in good to excellent yields in a short time.