(2-bromophenyl)(4-nitrophenyl)sulfane | 91330-82-4

• 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-bromophenyl)(4-nitrophenyl)sulfane
• 英文别名: 1-Bromo-2-(4-nitrophenyl)sulfanylbenzene；1-bromo-2-(4-nitrophenyl)sulfanylbenzene
• CAS: 91330-82-4
• 化学式: C₁₂H₈BrNO₂S
• 分子量: 310.171
• InChiKey: HTHBWVHRABIBET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 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：
  71.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-bromophenyl)(4-nitrophenyl)sulfane 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 4.0h， 生成 2-((4-nitrophenyl)sulfonyl)-1,1’-biphenyl
  参考文献：
  名称：

  [EN] SMALL MOLECULE ACTIVATORS OF NICOTINAMIDE PHOSPHORIBOSYLTRANSFERASE (NAMPT) AND USES THEREOF
  [FR] ACTIVATEURS À PETITES MOLÉCULES DE NICOTINAMIDE PHOSPHORIBOSYLTRANSFÉRASE (NAMPT) ET LEURS UTILISATIONS

  摘要：

  本文提供了尼古丁酰胺磷酸核糖转移酶（NAMPT）的小分子激活剂，包括这些化合物的组合物，以及使用这些化合物和组合物的方法。

  公开号：

  WO2018132372A1
• 作为产物：
  描述：

  2-溴硫代苯酚 、 对氟硝基苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以97.5 %的产率得到(2-bromophenyl)(4-nitrophenyl)sulfane
  参考文献：
  名称：

  [EN] SMALL MOLECULE ACTIVATORS OF NICOTINAMIDE PHOSPHORIBOSYLTRANSFERASE (NAMPT) AND USES THEREOF
  [FR] ACTIVATEURS À PETITES MOLÉCULES DE NICOTINAMIDE PHOSPHORIBOSYLTRANSFÉRASE (NAMPT) ET LEURS UTILISATIONS

  摘要：

  本文提供了尼古丁酰胺磷酸核糖转移酶（NAMPT）的小分子激活剂，包括这些化合物的组合物，以及使用这些化合物和组合物的方法。

  公开号：

  WO2018132372A1

文献信息

• CuMoO ₄ Bimetallic Nanoparticles, An Efficient Catalyst for Room Temperature C−S Cross‐Coupling of Thiols and Haloarenes
  作者：Reba Panigrahi、Santosh Kumar Sahu、Pradyota Kumar Behera、Subhalaxmi Panda、Laxmidhar Rout

  DOI：10.1002/chem.201904801

  日期：2020.1.13

  temperature is not reported; however, doping of copper with molybdenum metal has been realized here to be more efficient for C-S cross-coupling in comparison to general CuII catalyst. The doped catalyst CuMoO4 nanoparticle is found to be more efficient than copper. The catalyst works under mild conditions without any ligand at room temperature and is recyclable and effective for a wide range of thiols and

  CuII催化剂在室温下CS交叉偶联的效率较低。没有报道在室温下通过CuII催化剂进行的CS交叉偶联；然而，与普通的CuII催化剂相比，此处已经实现了用钼金属掺杂铜对于CS交叉偶联的效率更高。发现掺杂的催化剂CuMoO4纳米颗粒比铜更有效。该催化剂在室温下在温和条件下运作，没有任何配体，并且可循环使用，并有效处理多种毫克级至克级的硫醇和卤代芳烃（ArI，ArBr，ArF）。铜基双金属催化剂被开发出来，并被认可用于卤代芳烃与烷基和芳基硫醇的CS交叉偶联。
• Metal-Free Cercosporin-Photocatalyzed C-S Coupling for the Selective Synthesis of Aryl Sulfides under Mild Conditions
  作者：Jia Li、Wenhao Bao、Yan Zhang、Yijian Rao

  DOI：10.1002/ejoc.201901444

  日期：2019.11.14

  cercosporin at aspects of photophysics and photobiology, its application in photocatalysis has been rarely reported. Herein we report cercosporin‐photocatalyzed selective synthesis of aryl sulfides under mild and green conditions. The gram‐scale reaction can proceed using cercosporin‐containing fermentation supernatant without purification.

  与头孢菌素在光物理和光生物学方面的广泛研究相比，很少报道其在光催化中的应用。在这里，我们报告了在温和绿色条件下头孢菌素光催化选择性合成芳基硫醚。无需纯化，即可使用含头孢菌素的发酵上清液进行克级反应。
• Cyclic Sulfoximine and Sulfonimidamide Derivatives by Copper‐Catalyzed Cross‐Coupling Reactions with Elemental Sulfur
  作者：Peng Wu、Jas S. Ward、Kari Rissanen、Carsten Bolm

  DOI：10.1002/adsc.202201408

  日期：2023.2.21

  cross-coupling reactions of α-bromoaryl NH-sulfoximines with elemental sulfur lead to benzo[d][1,3,2]dithiazole-1-oxides, which represent a new class of three-dimensional heterocycles. The reactions proceed under mild conditions showing good functional group and heterocycle tolerance. By imination/oxidation, the initial cross-coupling products can be converted to unprecedented cyclic sulfonimidamides

  铜催化的 α-溴芳基N H-亚砜亚胺与元素硫的交叉偶联反应生成苯并 [ d ][1,3,2] 二噻唑 -1-氧化物，它代表了一类新的三维杂环。反应在温和的条件下进行，显示出良好的官能团和杂环耐受性。通过亚胺化/氧化，最初的交叉偶联产物可以转化为前所未有的环状磺酰亚胺衍生物。此外，通过钌催化的与丙炔酸乙酯的环扩展获得了七元杂环。
• Non-nucleoside Inhibitors of the Measles Virus RNA-Dependent RNA Polymerase: Synthesis, Structure–Activity Relationships, and Pharmacokinetics
  作者：J. Maina Ndungu、Stefanie A. Krumm、Dan Yan、Richard F. Arrendale、G. Prabhakar Reddy、Taylor Evers、Randy Howard、Michael G. Natchus、Manohar T. Saindane、Dennis C. Liotta、Richard K. Plemper、James P. Snyder、Aiming Sun

  DOI：10.1021/jm201699w

  日期：2012.5.10

  The measles virus (MeV), a member of the paramyxovirus family, is an important cause of pediatric morbidity and mortality worldwide. In an effort to provide therapeutic treatments for improved measles management, we previously identified a small, non-nucleoside organic inhibitor of the viral RNA-dependent RNA polymerase by means of high-throughput screening. Subsequent structure-activity relationship (SAR) studies around the corresponding pyrazole carboxamide scaffold led to the discovery of 2 (AS-136a), a first generation lead with low nanomolar potency against life MeV and attractive physical properties suitable for development. However, its poor water solubility and low oral bioavailability (F) in rat suggested that the lead could benefit from further SAR studies to improve the biophysical characteristics of the compound. Optimization of in vitro potency and aqueous solubility led to the discovery of 2o (ERDRP-00519), a potent inhibitor of MeV (EC50 = 60 nM) with an aqueous solubility of approximately 60 mu g/mL. The agent shows a 10-fold exposure (AUC/C-max) increase in the rat model relative to 2, displays near dose proportionality in the range of 10-50 mg/kg and exhibits good oral bioavailability (F = 39%). The significant solubility increase appears linked to the improved oral bioavailability.
• Efficient ligand-free nickel-catalyzed C–S cross-coupling of thiols with aryl iodides
  作者：Suribabu Jammi、Priyanka Barua、Laxmidhar Rout、Prasenjit Saha、Tharmalingam Punniyamurthy

  DOI：10.1016/j.tetlet.2007.12.118

  日期：2008.2

  NiCl2 center dot 6H(2)O efficiently catalyzes the C-S bond formation by the cross-coupling of aryl iodides with thiols in tetrabutylammonium bromide (TBAB) in excellent yield. The reaction functions in air and the NiLn-TBAB can be recovered and recycled without the loss of activity. (c) 2008 Elsevier Ltd. All rights reserved.