4-(4-nitrophenyl)-2-phenylquinazoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(4-nitrophenyl)-2-phenylquinazoline
• 化学式: C₂₀H₁₃N₃O₂
• 分子量: 327.342
• InChiKey: RHBJFFVBPSRDNO-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：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-nitrophenyl)-2-phenylquinazoline 在 N-碘代丁二酰亚胺 、 溶剂黄146 、 三苯基膦 、 palladium dichloride 作用下， 反应 12.0h， 以90%的产率得到2-(2-iodophenyl)-4-(4-nitrophenyl)quinazoline
  参考文献：
  名称：

  Quinazoline-directed selective ortho-iodination for the synthesis of 2-(2-iodoaryl)-4-arylquinazolines

  摘要：

  Palladium-catalyzed ortho-iodination of 2, 4-diarylquinazolines via C-H activation is described. These palladium catalytic quinazoline-directed mono-iodination reactions are very efficient, highly selective and with a broad substrate scope, producing the corresponding 2-(2-iodoaryl)-4-arylquinazolines with good yields. (C) 2017 Published by Elsevier B.V.

  DOI：

  10.1016/j.jorganchem.2017.05.025
• 作为产物：
  描述：

  N-苯甲酰替苯胺 、 对硝基苯甲腈 在 三氯化铝 、 五氯化磷 作用下， 以 硝基苯 为溶剂， 以87%的产率得到4-(4-nitrophenyl)-2-phenylquinazoline
  参考文献：
  名称：

  Kofanov; Sosnina; Danilova, Russian Journal of Applied Chemistry, 1999, vol. 72, # 5, p. 850 - 852

  摘要：

  DOI：

文献信息

• Rhodium-Catalyzed Regioselective Direct C-H Amidation of 2,4-Diarylquinazoline with Sulfonyl Azides: An Example of Steric Hindrance Regulated Mono- and Diamidation Selectivity
  作者：Chunyan Zhang、Yirong Zhou、Zhihong Deng、Xin Chen、Yiyuan Peng

  DOI：10.1002/ejoc.201403477

  日期：2015.3

  An unprecedented steric hindrance controlled regioselective rhodium-catalyzed direct C–H amidation of 2,4-diarylquinazoline was described. Sulfonyl azides were used as the amine source to provide a variety of amide-functionalized 2,4-diarylquinazolines in high efficiency. The reaction proceeded under mild conditions, had good functional group tolerance with a broad scope of substrates, and afforded

  描述了一种前所未有的空间位阻控制的区域选择性铑催化直接 C-H 酰胺化 2,4-二芳基喹唑啉。磺酰基叠氮化物用作胺源以高效提供各种酰胺官能化的 2,4-二芳基喹唑啉。该反应在温和的条件下进行，具有良好的官能团耐受性和广泛的底物范围，并提供中等至良好的产物收率。在间位取代基的帮助下实现了优异的单酰胺化选择性。
• Synthesis of quinazolines via CuO nanoparticles catalyzed aerobic oxidative coupling of aromatic alcohols and amidines
  作者：Wu Zhang、Fei Guo、Fei Wang、Na Zhao、Liang Liu、Jia Li、Zhenghua Wang

  DOI：10.1039/c4ob00569d

  日期：——

  Quinazoline derivatives were obtained via CuO nanoparticles catalyzed reaction of N-arylamidines and aromatic alcohols in air.

  通过CuO纳米颗粒催化的N-芳基脲和芳香醇在空气中反应制得喹唑啉衍生物。
• Rhodium-catalyzed malonation of 2-arylquinazolines with 2-diazomalonates: double C–H functionalization
  作者：Zhipeng Zhang、Xin Jiang、Zhihong Deng、Heng Wang、Jian Huang、Yiyuan Peng

  DOI：10.1039/c7ra01131h

  日期：——

  Herein, rhodium-catalyzed malonation of 2-arylquinazolines with diazomalonates was described.

  在这里，描述了铑催化的2-芳基喹唑啉与重氮丙二酸酯的马隆化反应。
• Quinazoline-directed selective ortho-iodination for the synthesis of 2-(2-iodoaryl)-4-arylquinazolines
  作者：Ludan Hu、Huifen Xu、Qin Yang、Zhihong Deng、Chu-Yi Yu、Yiyuan Peng

  DOI：10.1016/j.jorganchem.2017.05.025

  日期：2017.8

  Palladium-catalyzed ortho-iodination of 2, 4-diarylquinazolines via C-H activation is described. These palladium catalytic quinazoline-directed mono-iodination reactions are very efficient, highly selective and with a broad substrate scope, producing the corresponding 2-(2-iodoaryl)-4-arylquinazolines with good yields. (C) 2017 Published by Elsevier B.V.
• Kofanov; Sosnina; Danilova, Russian Journal of Applied Chemistry, 1999, vol. 72, # 5, p. 850 - 852
  作者：Kofanov、Sosnina、Danilova、Korolev

  DOI：——

  日期：——