methyl (4-((trifluoromethyl)thio)phenyl)carbamate | 145434-16-8

• 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: methyl (4-((trifluoromethyl)thio)phenyl)carbamate
• 英文别名: Methyl 4-[(trifluoromethyl)sulfanyl]phenylcarbamate；methyl N-[4-(trifluoromethylsulfanyl)phenyl]carbamate
• CAS: 145434-16-8
• 化学式: C₉H₈F₃NO₂S
• 分子量: 251.229
• InChiKey: ZKPUFOVBEJZADA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  三氟溴甲烷 、 4-methoxycarbonylaminothiophenol 在 二氧化硫 、 高氯酸四乙基铵 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 生成 methyl (4-((trifluoromethyl)thio)phenyl)carbamate
  参考文献：
  名称：

  Electrochemical initiation by sulfur dioxide of radical-chain trifluoromethylation processes of thiophenols with bromotrifluoromethane

  摘要：

  Sulfur dioxide may serve as an efficient catalyst for the electrochemical trifluoromethylation of thiophenols by Freon F13B1 (CF3Br), which enables implementation of trifluoromethylation in an energy-saving radical-chain regime.

  DOI：

  10.1016/0022-1139(94)03128-m

文献信息

• Ion-radical perfluoroalkylation. Part 11. Perfluoroalkylation of thiols by perfluoroalkyl iodides in the absence of initiators
  作者：V.N. Boiko、G.M. Shchupak

  DOI：10.1016/0022-1139(94)03132-0

  日期：1994.12

  Perfluoroalkylation of aliphatic, aromatic and heterocyclic thiols by perfluoroalkyl iodides in the presence of Et3N appears to occur spontaneously under daylight or the usual laboratory lighting conditions at 20–22 °C and is complete in 10–15 min to 2–3 h. An exception to this rule are thiols with a low nucleophilicity. The reaction is accompanied by thiol oxidation (2%–3%) and depends directly on

  在Et 3N存在下，全氟烷基碘对脂肪族，芳香族和杂环硫醇的全氟烷基化作用似乎是在日光或通常的实验室照明条件下于20-22°C下自发发生的，并在10-15分钟至2-3小时内完成。该规则的一个例外是亲核性低的硫醇。该反应伴有硫醇氧化（2％–3％），并且直接取决于全氟烷基化剂和硫醇取代基的温度，光照，溶剂极性和电子性质。同时，与上述规则相反，经常发生二芳基二硫化物的形成。讨论了反应机理。
• Salvinorin derivatives
  申请人：Blue Sky Pharmaceuticals, LLC

  公开号：US10556889B1

  公开（公告）日：2020-02-11

  Provided herein is a compound of Formula I, or a salt thereof, wherein R1 is a moiety having the following structure: wherein Z is selected from the group consisting of O and N; X is selected from the group consisting of a bond, NH, and C(O)NH; and A is selected from the group consisting of substituted aryl and substituted heteroaryl. Compounds of Formula I are useful as opioid receptor agonists. Because the compounds exhibit relatively low levels of β-arrestin recruitment, they do not produce the negative side effects commonly associated with morphine-derived compounds.

  本文提供的是式 I 的化合物或其盐、 其中 R1 是具有以下结构的分子： 其中 Z 选自由 O 和 N 组成的组；X 选自由键、NH 和 C(O)NH 组成的组；A 选自由取代芳基和取代杂芳基组成的组。式 I 的化合物可用作阿片受体激动剂。由于这些化合物的β-阿司匹林招募水平相对较低，因此不会产生吗啡衍生化合物常见的不良副作用。
• Cu-mediated oxidative trifluoromethylthiolation of arylboronic acids with (bpy)CuSCF3
  作者：Mingzhu Zhao、Xiaoming Zhao、Purui Zheng、Yawei Tian

  DOI：10.1016/j.jfluchem.2017.01.007

  日期：2017.2

  An efficient trifluoromethylthiolation reaction of arylboronic acids with (bpy)CuSCF3 in the presence of oxygen at room temperature is described. This method produces a variety of aryl trifluoromethylthioether derivatives in good to high yield. The mechanism of this trifluoromethylthiolation is discussed as well. (C) 2017 Elsevier B.V. All rights reserved.
• A new convenient method for the synthesis of perfluoroalkylarylsulfides
  作者：V.G. Koshechko、L.A. Kiprianova、L.I Fileleeva

  DOI：10.1016/s0040-4039(00)61016-x

  日期：1992.10

  Methylviologen has been shown to be an effective homogeneous catalyst in the perfluoroalkylation of thiophenols with perfluoroalkyliodides.
• Electrochemical initiation by sulfur dioxide of radical-chain trifluoromethylation processes of thiophenols with bromotrifluoromethane
  作者：V.G. Koshechko、L.A. Kiprianova、L.I. Fileleeva、Z.Z. Rozhkova

  DOI：10.1016/0022-1139(94)03128-m

  日期：1995.2

  Sulfur dioxide may serve as an efficient catalyst for the electrochemical trifluoromethylation of thiophenols by Freon F13B1 (CF3Br), which enables implementation of trifluoromethylation in an energy-saving radical-chain regime.