4-chlorophenyl trifluorothioacetate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚酯
• 英文名称: 4-chlorophenyl trifluorothioacetate
• 英文别名: S-(4-chlorophenyl) 2,2,2-trifluoroethanethioate
• 化学式: C₈H₄ClF₃OS
• 分子量: 240.633
• InChiKey: SKKLSJCGLGKVPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,4'-二氯二苯二硫醚 、 4-chlorophenyl trifluorothioacetate 以 二氯甲烷 为溶剂， 反应 3.5h， 以40%的产率得到对氯三氟甲基苯硫醚
  参考文献：
  名称：

  Synthetic Uses of Thio- and Selenoesters of Trifluoromethylated Acids. 1. Preparation of Trifluoromethyl Sulfides and Selenides

  摘要：

  Trifluorothioacetates (CF3CO-S-R, from (CF3CO)(2)O and thiols) as well as trifluoromethanethio-or trifluoromethaneselenosulfonates (CF3SO2-Y-R; Y = S, Se; from CF3SO2Na, RYYR, and Br-2) can be formally decarbonylated or desulfonylated, respectively, provided that they are photolyzed at 40 degrees C in the presence of 1 equiv of the corresponding disulfide or diselenide. Trifluoromethyl sulfides or selenides are obtained, and the added disulfide (or diselenide) is recovered after reaction. In such a way, S-(trifluoromethyl)cysteine derivatives can be obtained.

  DOI：

  10.1021/jo980649a
• 作为产物：
  描述：

  4-氯苯硫酚 、 三氟乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到4-chlorophenyl trifluorothioacetate
  参考文献：
  名称：

  Synthetic Uses of Thio- and Selenoesters of Trifluoromethylated Acids. 1. Preparation of Trifluoromethyl Sulfides and Selenides

  摘要：

  Trifluorothioacetates (CF3CO-S-R, from (CF3CO)(2)O and thiols) as well as trifluoromethanethio-or trifluoromethaneselenosulfonates (CF3SO2-Y-R; Y = S, Se; from CF3SO2Na, RYYR, and Br-2) can be formally decarbonylated or desulfonylated, respectively, provided that they are photolyzed at 40 degrees C in the presence of 1 equiv of the corresponding disulfide or diselenide. Trifluoromethyl sulfides or selenides are obtained, and the added disulfide (or diselenide) is recovered after reaction. In such a way, S-(trifluoromethyl)cysteine derivatives can be obtained.

  DOI：

  10.1021/jo980649a

文献信息

• Transition-metal-catalyzed regioselective aroyl- and trifluoro-acetylthiolation of alkynes using thioesters
  作者：Yasunori Minami、Hitoshi Kuniyasu、Kiyoshi Miyafuji、Nobuaki Kambe

  DOI：10.1039/b900492k

  日期：——

  Intermolecular CO-retained carbothiolation of alkynes using thioesters took place to afford beta-SR substituted enone derivatives; the choice of catalyst (Pd(dba)(2)-dppe) and the introduction of a CF(3) group into the thioesters are the key to achieving the transformation.

  使用硫代酯进行炔烃的分子间CO保留的碳硫羰基化反应，得到β-SR取代的烯酮衍生物；选择催化剂（Pd（dba）（2）-dppe）以及将CF（3）基团引入硫酯中是实现转化的关键。