N-cyclohexyl-4-(trifluoromethyl)benzenesulfonamide

• 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: N-cyclohexyl-4-(trifluoromethyl)benzenesulfonamide
• 化学式: C₁₃H₁₆F₃NO₂S
• 分子量: 307.337
• InChiKey: GDZSZFAALBBINM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-三氟甲基苯磺酰胺 、 环己烯 在 iron(III) chloride 、 silver hexafluoroantimonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 18.0h， 以53%的产率得到N-cyclohexyl-4-(trifluoromethyl)benzenesulfonamide
  参考文献：
  名称：

  铁催化的未活化烯烃的加氢胺化和加氢醚化。

  摘要：

  烯烃的加氢官能​​化已经探索了100多年，它为直接，原子经济的增值产品方法提供了潜力。尽管在热力学上是有利的，但是对这些方法的动力学障碍使得必须使用催化剂来控制选择性和反应性。现代变体通常依赖贵金属，每一类加氢官能化都需要不同的配体，从而限制了通用性。这封信描述了一种一般的铁基体系，可催化简单的未活化烯烃的加氢胺化和加氢醚化。

  DOI：

  10.1021/acs.orglett.9b00427

文献信息

• Iron-Catalyzed Hydroamination and Hydroetherification of Unactivated Alkenes
  作者：Paul T. Marcyk、Silas P. Cook

  DOI：10.1021/acs.orglett.9b00427

  日期：2019.3.1

  The hydrofunctionalization of alkenes, explored for over 100 years, offers the potential for a direct, atom-economical approach to value-added products. While thermodynamically favored, the kinetic barrier to such processes necessitates the use of catalysts to control selectivity and reactivity. Modern variants typically rely on noble metals that require different ligands for each class of hydrofunctionalization

  烯烃的加氢官能​​化已经探索了100多年，它为直接，原子经济的增值产品方法提供了潜力。尽管在热力学上是有利的，但是对这些方法的动力学障碍使得必须使用催化剂来控制选择性和反应性。现代变体通常依赖贵金属，每一类加氢官能化都需要不同的配体，从而限制了通用性。这封信描述了一种一般的铁基体系，可催化简单的未活化烯烃的加氢胺化和加氢醚化。
• Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols
  作者：Gabriele Laudadio、Efstathios Barmpoutsis、Christiane Schotten、Lisa Struik、Sebastian Govaerts、Duncan L. Browne、Timothy Noël

  DOI：10.1021/jacs.9b02266

  日期：2019.4.10

  continuous development of novel and efficient synthetic methods to access these functional groups. Herein, we report an environmentally benign electrochemical method which enables the oxidative coupling between thiols and amines, two readily available and inexpensive commodity chemicals. The transformation is completely driven by electricity, does not require any sacrificial reagent or additional catalysts

  磺酰胺是药物和农用化学品中的关键基序，推动了对获取这些官能团的新型有效合成方法的不断开发。在此，我们报告了一种环境友好的电化学方法，该方法可以实现硫醇和胺之间的氧化偶联，这两种容易获得且价格低廉的商品化学品。转化完全由电力驱动，不需要任何牺牲试剂或额外的催化剂，只需5分钟即可完成。氢气在对电极处作为良性副产物形成。由于反应条件温和，该反应显示出广泛的底物范围和官能团兼容性。
• Indium Promotes Direct Sulfonamidation of Unactivated Alcohols
  作者：Yaoyao Ban、Yuhan Liu、Shuwei Zhang、Xiaodong Jia、Pan Gao、Yu Yuan

  DOI：10.1021/acs.joc.4c00311

  日期：——

  An improved protocol has been developed for the direct sulfonamidation of unactivated alkyl alcohols using In(OTf)3 as a Lewis acid catalyst. Although the established methods using Lewis or Brønsted acids have been well-studied for the direct functionalization of alcohols, their substrate scope mainly focuses on the π-activated alcohols. In this reaction, unactivated aliphatic alcohols were evaluated

  开发了一种改进的方案，用于使用 In(OTf) 3作为路易斯酸催化剂对未活化的烷基醇进行直接磺酰胺化。尽管使用路易斯酸或布朗斯台德酸的既定方法已针对醇的直接官能化进行了深入研究，但其底物范围主要集中在 π 活化醇上。在此反应中，对未活化的脂肪醇进行了评估，并以良好至优异的收率提供了所需的磺酰胺产物。
• Platinum-Based Catalysts for the Hydroamination of Olefins with Sulfonamides and Weakly Basic Anilines
  作者：Dmitry Karshtedt、Alexis T. Bell、T. Don Tilley

  DOI：10.1021/ja052836d

  日期：2005.9.1

  Electrophilic Pt(II) complexes catalyze efficient hydroaminations of olefins by sufforiamides and weakly basic anilines. Catalysts include the structurally characterized complex (COD)Pt(OTf)(2) (1) and the known dimer [PtCl2(C2H4)](2), activated by AgBF4. Experiments with substituted anilines establish an empirical pK(a) cutoff (conjugate acid pKa < 1) for the participation of nitrogen-containing substrates in this catalysis, Arylsulfonamides (conjugate acid pK(a). approximate to -6) with various para substituents hydroaminate olefins such as cyclohexene in yields greater than 95% at 90 degrees C. Hydroamination of propylene by p-toluenesulfonamide proceeds with Markovnikov selectivity, suggesting a mechanism that involves olefin activation at Pt. With norbornene and p-toluenesulfonamide as the substrates and 1 as the catalyst, intermediate [(COD)Pt(norbornene)(2)][OTf](2) (3) was identified and characterized by F-19 and Pt-195 NMR spectroscopies and mass spectrometry. Kinetic studies provide the empirical rate law, rate = k(obs)[Pt][sulfonamide], and are consistent with: a mechanism in which attack of a sulfonamide on the Pt-coordinated olefin is the rate-determining step.
• [EN] CYCLOHEXANE DERIVATIVES AS INHIBITORS OF ACETYL-COA CARBOXYLASE (ACC)<br/>[FR] DÉRIVÉS DE CYCLOHEXANE COMME INHIBITEURS DE L'ACÉTYL-COA CARBOXYLASE (ACC)
  申请人：NOVARTIS AG

  公开号：WO2011067306A1

  公开（公告）日：2011-06-09

  The present invention provides a compound of formula (I) a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.