N-((4-nitrophenyl)(phenyl)methyl)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-((4-nitrophenyl)(phenyl)methyl)benzenesulfonamide
• 英文别名: N-[(4-nitrophenyl)-phenylmethyl]benzenesulfonamide
• 化学式: C₁₉H₁₆N₂O₄S
• 分子量: 368.413
• InChiKey: FNFLZDWFWGKKOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯磺酰胺 、 对硝基苯甲醛 、 苯硼酸 在 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 1,2-双(二五氟代苯基磷基)-乙烷 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以86%的产率得到N-((4-nitrophenyl)(phenyl)methyl)benzenesulfonamide
  参考文献：
  名称：

  铑催化的醛，硼酸和磺酰胺的三组分反应：二芳基甲胺的一锅法合成

  摘要：

  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。

  DOI：

  10.1016/j.tetlet.2014.08.003

文献信息

• Phosphinite- and phosphite-based type I palladacycles as highly active catalysts for addition reactions of arylboronic acids with aldehydes, α,β-unsaturated ketones, α-ketoesters, and aldimines
  作者：Ping He、Yong Lu、Qiao-Sheng Hu

  DOI：10.1016/j.tetlet.2007.05.119

  日期：2007.7

  Phosphinite- and phosphite-based type I palladacycle-catalyzed additions of arylboronic acids with aldehydes, alpha,beta-unsaturated ketones, alpha-ketoesters, and aldimines are described. Our study showed that readily available phosphinite- and phosphite-based type I palladacycles could possess higher catalytic activity than phosphine-based palladacycles and were highly active, practical catalysts. Our study may pave the road for development of optically active phosphinite- and phosphite-based palladacycles for asymmetric catalysis. (C) 2007 Elsevier Ltd. All rights reserved.
• 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。