N-tosyl-(4-trifluoromethylphenyl)phenylmethylamine | 1032582-93-6

• 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-tosyl-(4-trifluoromethylphenyl)phenylmethylamine
• 英文别名: 4-methyl-N-(phenyl(4-(trifluoromethyl)phenyl)methyl)benzenesulfonamide；N-((4-trifluorophenyl)(phenyl)methyl)-4-methylbenzenesulfonamide
• CAS: 1032582-93-6
• 化学式: C₂₁H₁₈F₃NO₂S
• 分子量: 405.441
• InChiKey: YLNWQJKVDLQZMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  苯甲醛 在 三氟化硼乙醚 作用下， 以 甲苯 、 苯 为溶剂， 反应 20.0h， 生成 N-tosyl-(4-trifluoromethylphenyl)phenylmethylamine
  参考文献：
  名称：

  Atom-efficient arylation of N-tosylimines mediated by cooperative ZnAr₂/Zn(C₆F₅)₂ combinations

  摘要：

  通过一种特殊的 Zn/Zn′ 合作方式，我们开发出了一种原子效率高的 N-对甲基苯磺酰亚胺芳基化方法，该方法结合了亲核 ZnAr2 和路易斯酸 Zn(C6F5)2。

  DOI：

  10.1039/d3cc01490h

文献信息

• Palladium-Catalyzed Addition of Arylboronic Acids to <i>N</i>-Tosylarylimines
  作者：Huayue Wu、Jiang Cheng、Qiang Zhang、Jiuxi Chen、Miaochang Liu、Changming Qin、Weike Su、Jinchang Ding

  DOI：10.1055/s-2008-1042932

  日期：2008.4

  Pd-catalyzed addition of arylboronic acids to N-tosyl­arylimines was described by employing easily prepared, air-stable aminophosphine ligands, cheap inorganic base, and common organic solvents, providing diarylmethylamine derivatives through one-pot synthesis in moderate to good yields. The efficiency of this reaction was demonstrated by the compatibility with nitro, trifluoro­methyl, fluoro, chloro, and methoxy groups. Moreover, rigorous exclusion of air/moisture is not required in these transformations.

  通过使用易于制备、空气稳定且价格低廉的氨基膦配体、廉价的碱和常见的溶剂，钯催化的芳基硼酸与N-甲磺酰芳基亚胺的加成反应，可在温和至良好产率下通过一锅法合成二芳基甲基胺衍生物。该反应的高效性体现在其对硝基、三氟甲基、氟、氯和甲氧基等官能团的兼容性。此外，这些转化过程并不严格要求无空气/水分的环境。
• <i>α</i>‐C−H Arylation of <i>N</i>‐Sulfonyl Amines by Dual Palladium Catalysis
  作者：Yu‐Cheng Liu、Hang Shi

  DOI：10.1002/cctc.202300392

  日期：2023.6.9

  α-arylated amines from simple linear N-sulfonyl amines and aryl boroxines utilizing dual palladium catalysis involving amine dehydrogenation. Bromobenzene serves as a hydride acceptor, and the ensuing imine intermediate undergoes a novel umpolung arylation. Given the wide availability of primary amines, this method can be expected to be useful for the synthesis of structurally complex amines with varied

  介绍了一种可靠的方法，利用双钯催化涉及胺脱氢，从简单的线性N-磺酰胺和芳基环硼氧烷合成支链 α-芳基化胺。溴苯作为氢化物受体，随后的亚胺中间体进行新的 umpolung 芳基化。鉴于伯胺的广泛可用性，这种方法有望用于合成具有不同功能的结构复杂的胺。
• Palladium(II)/2,2′-bipyridine-catalyzed addition of arylboronic acids to N-tosyl-arylaldimines
  作者：Huixiong Dai、Xiyan Lu

  DOI：10.1016/j.tetlet.2009.03.005

  日期：2009.7

  A Pd(II)/NO2-bpy-catalyzed addition of the arylboronic acids to N-tosylaldimines to yield diarylmethylamines with moderate to excellent yield was developed. The use of bipyridines as the ligands is crucial in this reaction. The asymmetric version of the reaction also showed that a moderate high yield and ee value can be obtained using the pymox ligands. (C) 2009 Elsevier Ltd. All rights reserved.
• Development of a CuCl/phosphine system to catalyze phenylation and methylation of <mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML"><mml:mi>N</mml:mi></mml:math>-tosyl aldimines with phenylboronic and methylboronic acids
  作者：Akram Ashouri、Saadi Samadi、Behzad Nasiri、Hossein Zamani、Somayeh Pourian

  DOI：10.5802/crchim.35

  日期：——
• Copper-catalyzed synthesis of diarylamines using p-toluene sulfonamides and benzhydrol derivatives under homogeneous borrowing hydrogen conditions
  作者：Akram Ashouri、Saadi Samadi、Masoud Ahmadian、Behzad Nasiri

  DOI：10.5802/crchim.5

  日期：——

  Diarylamines were synthesized using p-toluene sulfonamides with benzhydrol derivatives in the presence of a copper/bisphosphine complex by Borrowing Hydrogen (BM mechanism, yielding <98% under clean and mild reaction conditions. The use of readily available and cost-effective copper salts, short reaction times. high yield and reaction rates are highlighted.