N-(phenyl-(p-nitrophenyl)methyl)benzamide | 1135493-60-5

• 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-(phenyl-(p-nitrophenyl)methyl)benzamide
• 英文别名: N-((4-nitrophenyl)(phenyl)methyl)benzamide；N-[(4-nitrophenyl)-phenylmethyl]benzamide
• CAS: 1135493-60-5
• 化学式: C₂₀H₁₆N₂O₃
• 分子量: 332.359
• InChiKey: XJZFMMDXLCUIKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯硼酸酐 、 N-(ethoxy(4-nitrophenyl)methyl)benzamide 在 2,2'-联吡啶 、 palladium diacetate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以79%的产率得到N-(phenyl-(p-nitrophenyl)methyl)benzamide
  参考文献：
  名称：

  A palladium-catalyzed arylation of N-acyl-N,O-acetals with arylboronic reagents: synthesis of diarylmethylamines protected by easily removable acyl group

  摘要：

  An efficient process was developed to synthesis diarylmethylamines protected by a readily removable acyl group using a palladium-catalyzed arylation of N-acyl-N,O-acetals with arylboronic reagents. The attractive features of this protocol are: the ease of preparing substrate and the mild reaction condition under an air atmosphere. Moderate enantioselectivity was observed in preliminary screening studies of chiral ligands. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.06.017

文献信息

• <i>o</i>-Benzenedisulfonimide as a Reusable Brønsted Acid Catalyst for Ritter-Type Reactions
  作者：Margherita Barbero、Stefano Bazzi、Silvano Cadamuro、Stefano Dughera

  DOI：10.1002/ejoc.200800931

  日期：2009.1

  Reactions between various benzyl alcohols or tert-butyl alcohol and nitriles were carried out in the presence of catalytic amounts (usually 10–20 mol-%) of o-benzenedisulfonimide as a Bronsted acid catalyst; the reaction conditions were mild and the yields of amides were good. The catalyst was easily recovered and purified, ready to be used in further reactions, with economic and ecological advantages

  各种苯甲醇或叔丁醇与腈之间的反应是在催化量（通常为 10-20 mol%）的邻苯二磺酰亚胺作为布朗斯台德酸催化剂存在下进行的。反应条件温和，酰胺收率良好。该催化剂易于回收和纯化，可用于进一步的反应，具有经济和生态优势。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009）
• Visible-light-mediated aerobic Ritter-type C–H amination of diarylmethanes using DDQ/<i>tert</i>-butyl nitrite
  作者：Tianci Li、Jiangyu Yang、Xin Yin、Jinhua Shi、Qun Cao、Miaomiao Hu、Xiaowen Xu、Meichao Li、Zhenlu Shen

  DOI：10.1039/d2ob01713j

  日期：——

  A metal-free photocatalytic Ritter-type C–H amination of diarylmethanes using O₂ as an oxidant has been developed using a co-catalytic system of DDQ and TBN and offers a low cost, sustainable way to synthesise secondary amides under mild conditions.

  一种无金属光催化Ritter型C-H胺化反应已经开发出来，使用O2作为氧化剂，采用DDQ和TBN的共催化系统，在温和条件下提供了一种低成本、可持续的合成二级酰胺的方法。