2-ethylsulfanyl-4-methyl-quinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-ethylsulfanyl-4-methyl-quinoline
• 英文别名: 2-Aethylmercapto-4-methyl-chinolin；2-Ethylthiolepidin；2-(Ethylthio)-4-methylquinoline；2-ethylsulfanyl-4-methylquinoline
• 化学式: C₁₂H₁₃NS
• mdl: MFCD11080356
• 分子量: 203.308
• InChiKey: VYUDTDVXSBRZDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-ethylsulfanyl-4-methyl-quinoline 在 三乙基硅烷 、 palladium dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以72%的产率得到4-甲基喹啉
  参考文献：
  名称：

  Pd-catalyzed reductive cleavage of alkyl aryl sulfides with triethylsilane that is accelerated by trialkylsilyl chloride

  摘要：

  The palladium-catalyzed reductive cleavage of alkyl aryl sulfides to afford the corresponding arenes in high yield, which is both accelerated and exhibits increased functional group selectivity in the presence of TMSCI, is described. This ligand-free reaction features mild conditions, easy operation, use of readily available reagents, and high functional group selectivity. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.002
• 作为产物：
  描述：

  2-羟基-4-甲基喹啉 在 diphosphorus pentasulfide 、 乙醇 、 sodium ethanolate 作用下， 生成 2-ethylsulfanyl-4-methyl-quinoline
  参考文献：
  名称：

  Roos, Chemische Berichte, 1888, vol. 21, p. 620

  摘要：

  DOI：

文献信息

• Cu-Catalyzed Aerobic Oxidative Cyclizations of 3-<i>N</i>-Hydroxyamino-1,2-propadienes with Alcohols, Thiols, and Amines To Form α-<i>O</i>-,<i>S</i>-, and<i>N</i>-Substituted 4-Methylquinoline Derivatives
  作者：Pankaj Sharma、Rai-Shung Liu

  DOI：10.1002/chem.201406317

  日期：2015.3.16

  one‐pot, two‐step synthesis of α‐O‐, S‐, and N‐substituted 4‐methylquinoline derivatives through Cu‐catalyzed aerobic oxidations of N‐hydroxyaminoallenes with alcohols, thiols, and amines is described. This reaction sequence involves an initial oxidation of N‐hydroxyaminoallenes with NuH (Nu=OH, OR, NHR, and SR) to form 3‐substituted 2‐en‐1‐ones, followed by Brønsted acid catalyzed intramolecular cyclizations

  描述了通过醇，硫醇和胺与铜催化的N-羟基氨基丙烯的好氧氧化反应，一锅，两步合成α- O-，S-和N-取代的4-甲基喹啉衍生物。该反应顺序涉及N的初始氧化与NuH（Nu = OH，OR，NHR和SR）形成的γ-羟基氨基丙烯形成3个取代的2 en 1 -1，然后由Brønsted酸催化所得产物的分子内环化。我们的机理分析表明，反应是通过自由基类型的机理进行的，而不是通过典型的硝酮中间体途径进行的。这种新的铜催化反应的实用性通过其对几种2-氨基-4-甲基喹啉衍生物的合成的适用性得到了证明，已知这些衍生物是几种生物活性分子的关键前体。
• 281. Absorption spectra of some sulphur compounds
  作者：R. A. Morton、A. L. Stubbs

  DOI：10.1039/jr9390001321

  日期：——
• Pd-catalyzed reductive cleavage of alkyl aryl sulfides with triethylsilane that is accelerated by trialkylsilyl chloride
  作者：Takehiko Matsumura、Takashi Niwa、Masahisa Nakada

  DOI：10.1016/j.tetlet.2012.06.002

  日期：2012.8

  The palladium-catalyzed reductive cleavage of alkyl aryl sulfides to afford the corresponding arenes in high yield, which is both accelerated and exhibits increased functional group selectivity in the presence of TMSCI, is described. This ligand-free reaction features mild conditions, easy operation, use of readily available reagents, and high functional group selectivity. (c) 2012 Elsevier Ltd. All rights reserved.
• Roos, Chemische Berichte, 1888, vol. 21, p. 620
  作者：Roos

  DOI：——

  日期：——