N-((4-methoxyphenyl)(4-nitrophenyl)methyl)-4-methylbenzenesulfonamide | 1171048-82-0

• 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-((4-methoxyphenyl)(4-nitrophenyl)methyl)-4-methylbenzenesulfonamide
• 英文别名: N-tosyl-(4-nitrophenyl)-4'-methoxyphenylmethylamine；N-[(4-methoxyphenyl)-(4-nitrophenyl)methyl]-4-methylbenzenesulfonamide
• CAS: 1171048-82-0
• 化学式: C₂₁H₂₀N₂O₅S
• 分子量: 412.466
• InChiKey: PWJVXTUSMGHHOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-tosyl-4-nitrobenzaldimine 、 4-甲氧基苯硼酸 在 palladium(II) trifluoroacetate 、 2-[(4S)-4,5-二氢-4-(1-甲基乙基)-2-噁唑啉基]吡啶 作用下， 以 1,4-二氧六环 为溶剂， 反应 96.0h， 生成 N-((4-methoxyphenyl)(4-nitrophenyl)methyl)-4-methylbenzenesulfonamide 、 N-((4-methoxyphenyl)(4-nitrophenyl)methyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Palladium(II)/2,2′-bipyridine-catalyzed addition of arylboronic acids to N-tosyl-arylaldimines

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2009.03.005

文献信息

• Rhodium catalyzed three-component reaction of aldehyde, boronic acid, and sulfonamides: a facile one-pot synthesis of diarylmethylamines
  作者：Ponnam Satyanarayana、Ganapam Manohar Reddy、Hariharasarma Maheswaran、Mannepalli Lakshmi Kantam

  DOI：10.1016/j.tetlet.2014.08.003

  日期：2014.10

  Rhodium(I) catalyzed three-component reaction for the one pot synthesis of diarylmethylamines in excellent yields were achieved by using aldehyde, boronic acid, and sulfonamides. The use of hyper-valent bis(trifluoroacetoxy)iodobenzene as an additive plays a key role in the chemo selective formation of amines instead of alcohols.

  使用醛，硼酸和磺酰胺可实现铑（I）催化三组分反应，从而一锅合成二芳基甲胺，且收率很高。使用高价的双（三氟乙酰氧基）碘苯作为添加剂在胺而不是醇的化学选择性形成中起关键作用。