2-(thiophen-3-ylsulfanyl)phenylamine | 23699-18-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(thiophen-3-ylsulfanyl)phenylamine
• 英文别名: 2-thiophen-3-ylsulfanyl-aniline；2-Thiophen-3-ylsulfanylaniline
• CAS: 23699-18-5
• 化学式: C₁₀H₉NS₂
• 分子量: 207.32
• InChiKey: RUXGHNXWTVGPCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  79.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(thiophen-3-ylsulfanyl)phenylamine 以70%的产率得到
  参考文献：
  名称：

  GROL C. J., J. HETEROCYCL. CHEM. , 1974, 11, NO 6, 953-958

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴噻吩 、 2-氨基苯硫醇 在 K₃PO₄ 、 copper(II) ferrite 、 四丁基溴化铵 作用下， 以 水 为溶剂， 反应 12.0h， 以80%的产率得到2-(thiophen-3-ylsulfanyl)phenylamine
  参考文献：
  名称：

  磁性可分离的CuFe 2 O 4纳米颗粒在水中催化的无配体CS偶联：进入（E）-和（Z）-苯乙烯基- ，杂芳基和空间受阻的芳基硫醚

  摘要：

  AbstractAn efficient coupling of styrenyl, heteroaryl and sterically hindered aryl halides with aryl‐ and heteroarylthiols catalyzed by the bimetallic Cu and Fe nanomaterial, CuFe2O4, in water in the presence of tetrabutylammonium bromide and potassium phosphate (K3PO4) has been achieved without using any ligand. A series of unsymmetrical functionalized (E)‐ and (Z)‐styrenyl aryl, heteroaryl heteroaryl and sterically hindered aryl aryl sulfides has been obtained by this procedure. The compounds are obtained in high yields and excellent stereoselectivity has been observed for styrenyl sulfides. The catalyst can be easily separated by an external magnet and recycled for ten times without any appreciable loss of activity. This procedure provides an easy access to useful and challenging biologically active organosulfides which are difficult to achieve by other methods.magnified image

  DOI：

  10.1002/adsc.201300261

文献信息

• Kinetic Resolution of Sulfoximines via Asymmetric Organocatalyzed Formation of Benzothiadiazine-1-oxides
  作者：Mengyao Tang、Mengyao Yuan、Shibin Hong、Qianwen Jiang、Huanchao Gu、Xiaoyu Yang

  DOI：10.1021/acs.orglett.4c00266

  日期：2024.3.8

  A catalytic kinetic resolution of sulfoximines has been developed through chiral phosphoric acid-catalyzed intramolecular dehydrative cyclizations. A variety of racemic sulfoximines bearing an ortho-amidophenyl moiety underwent asymmetric dehydrative cyclizations using this method, yielding both the recovered sulfoximines and benzothiadiazine-1-oxide products with good to high enantioselectivities

  通过手性磷酸催化的分子内脱水环化，开发了亚砜亚胺的催化动力学拆分。使用该方法对带有邻酰胺苯基部分的多种外消旋亚砜亚胺进行不对称脱水环化，产生回收的亚砜亚胺和苯并噻二嗪-1-氧化物产物，具有良好至高的对映选择性（ s因子高达61）。手性产物多种衍生化为多种含S-立体中心的S,N-杂环，证明了该方法的价值。
• GROL C. J.; ROLLEMA H., J. MED.CHEM. <JMCM-AR>, 1975, 18, NO 8, 857-861
  作者：GROL C. J.、 ROLLEMA H.

  DOI：——

  日期：——
• Magnetically Separable CuFe₂O₄Nanoparticles Catalyzed Ligand-Free CS Coupling in Water: Access to (<i>E</i>)- and (<i>Z</i>)-Styrenyl-, Heteroaryl and Sterically Hindered Aryl Sulfides
  作者：Debasish Kundu、Tanmay Chatterjee、Brindaban C. Ranu

  DOI：10.1002/adsc.201300261

  日期：2013.8.12

  AbstractAn efficient coupling of styrenyl, heteroaryl and sterically hindered aryl halides with aryl‐ and heteroarylthiols catalyzed by the bimetallic Cu and Fe nanomaterial, CuFe2O4, in water in the presence of tetrabutylammonium bromide and potassium phosphate (K3PO4) has been achieved without using any ligand. A series of unsymmetrical functionalized (E)‐ and (Z)‐styrenyl aryl, heteroaryl heteroaryl and sterically hindered aryl aryl sulfides has been obtained by this procedure. The compounds are obtained in high yields and excellent stereoselectivity has been observed for styrenyl sulfides. The catalyst can be easily separated by an external magnet and recycled for ten times without any appreciable loss of activity. This procedure provides an easy access to useful and challenging biologically active organosulfides which are difficult to achieve by other methods.magnified image
• GROL C. J., J. HETEROCYCL. CHEM. <JHTC-AD>, 1974, 11, NO 6, 953-958
  作者：GROL C. J.

  DOI：——

  日期：——