m-fluorophenyl p-tolyl sulfone

• 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: m-fluorophenyl p-tolyl sulfone
• 英文别名: 1-Fluoro-3-(4-methylphenyl)sulfonylbenzene
• 化学式: C₁₃H₁₁FO₂S
• 分子量: 250.294
• InChiKey: QZEGTBAXRQHGNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对甲苯磺酰氯 在 copper(II) acetate monohydrate 、 一水合肼 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.5h， 生成 m-fluorophenyl p-tolyl sulfone
  参考文献：
  名称：

  在PEG-400中铜与芳基碘酰肼的铜介导的芳基碘化物和溴化物的磺酰化†

  摘要：

  已经实现了使用稳定且容易获得的芳基磺酰基酰肼和由乙酸铜介导的芳基碘化物或溴化物进行的磺酰化。使用聚乙二醇（PEG-400）作为生态友好型介质，偶联反应可以以中等至良好的收率得到一系列不对称的二芳基砜，而无需其他配体和碱的存在。

  DOI：

  10.1039/c8nj00075a

文献信息

• Unsymmetrical Diaryl Sulfones and Aryl Vinyl Sulfones through Palladium-Catalyzed Coupling of Aryl and Vinyl Halides or Triflates with Sulfinic Acid Salts
  作者：Sandro Cacchi、Giancarlo Fabrizi、Antonella Goggiamani、Luca M. Parisi、Roberta Bernini

  DOI：10.1021/jo0493469

  日期：2004.8.1

  and electron-poor aryl iodides best results were obtained by using Pd2(dba)3, Xantphos, Cs2CO3, and nBu4NCl, in toluene at 80 °C. Two general procedures were employed with aryl bromides and triflates: sodium p-toluenesulfinate, Pd2(dba)3, Xantphos, Cs2CO3, 120 °C, in toluene with nBu4NCl (procedure A: neutral, electron-rich, and slightly electron-poor aryl bromides or triflates) and without nBu4NCl

  亚磺酸盐与各种芳基和乙烯基卤化物或三氟甲磺酸酯的钯催化反应以良好或优异的收率提供了不对称的二芳基砜和芳基乙烯基砜。该反应受n的存在的强烈影响发现Bu 4 NCl以及使用Xantphos（一种具有宽自然咬合角的刚性双齿配体）对于反应成功至关重要。使用中性，富电子和贫电子的芳基碘化物，通过使用Pd 2（dba）3，Xantphos，Cs 2 CO 3和n可获得最佳结果。Bu 4 NCl，在80°C的甲苯中。两个一般步骤采用具有芳基溴化物和三氟甲磺酸酯：钠p -toluenesulfinate，钯2（DBA）3，加入Xantphos，铯2 CO 3，120℃，在甲苯中ÑBu 4 NCl（程序A：中性，富电子和电子贫乏的芳基溴化物或三氟甲磺酸酯），无nBu 4 NCl（程序B：贫电子芳基溴化物或三氟甲磺酸酯）。使用乙烯基三氟甲磺酸酯在60°C时可获得最佳结果，而忽略了nBu 4 NCl。
• An Efficient Palladium-Catalyzed Synthesis of Unsymmetrical Diaryl Sulfones from Aryl Bromides/Triflates and Arenesulfinates
  作者：Sandro Cacchi、Giancarlo Fabrizi、Antonella Goggiamani、Luca M. Parisi

  DOI：10.1055/s-2003-37117

  日期：——

  The palladium-catalyzed coupling of arenesulfinate salts and aryl bromides or triflates provides a simple and extremely efficient route to unsymmetrical diaryl sulfones. The reaction was found to be strongly influenced by the presence of n-Bu4NCl. The ammonium salt tends to favor the formation of sulfones with neutral, electron-rich and slightly electron-poor aryl bromides or trif­lates and to hamper

  芳烃亚磺酸盐和芳基溴化物或三氟甲磺酸盐的钯催化偶联为不对称二芳基砜提供了一种简单且极其有效的途径。发现反应受到 n-Bu4NCl 存在的强烈影响。铵盐倾向于与中性、富电子和轻微缺电子的芳基溴化物或三氟甲磺酸盐形成砜，并阻碍与缺电子芳基溴化物或三氟甲磺酸盐的反应。
• A Mild and Base-Free Synthesis of Unsymmetrical Diaryl Sulfones from Arylboronic Acids and Arylsulfonyl Hydrazides
  作者：Xiang-mei Wu、Yan Wang

  DOI：10.1055/s-0033-1341023

  日期：——

  A mild and efficient synthesis of diaryl sulfones from arylboronic acids and arylsulfonyl hydrazides is described. Promoted by cupric acetate and in the absence of additional ligand and base, the cross-coupling reaction could afford a series of unsymmetrical diaryl sulfones in moderate to good yields at room temperature under neutral and ambient conditions.
• Unsymmetrical Diaryl Sulfones through Palladium-Catalyzed Coupling of Aryl Iodides and Arenesulfinates
  作者：Sandro Cacchi、Giancarlo Fabrizi、Antonella Goggiamani、Luca M. Parisi

  DOI：10.1021/ol0271887

  日期：2002.12.1

  [GRAPHICS]The palladium-catalyzed coupling of aryl iodides and arenesulfinates provides a simple and extremely efficient new route to unsymmetrical diaryl sulfones, usually isolated in high yield. The reaction tolerates a variety of functionalized aryl iodides, including those containing ether, ester, and nitro groups. The best results have been obtained by using Pd-2(dba)(3), Xantphos, Cs2CO3, and (Bu4NCl)-Bu-n in toluene at 80degreesC.
• DIACYLGLYCEROL KINASE MODULATING COMPOUNDS
  申请人：GILEAD SCIENCES, INC.

  公开号：US20220324866A1

  公开（公告）日：2022-10-13

  The present disclosure provides diacylglycerol kinase modulating compounds, and pharmaceutical compositions thereof, for treating cancer, including solid tumors, and viral infections, such as HIV or hepatitis B virus infection. The compounds can be used alone or in combination with other agents.