2-(3,5-dimethyl-phenyl)-4-phenyl-quinazoline

• 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: 2-(3,5-dimethyl-phenyl)-4-phenyl-quinazoline
• 英文别名: 2-(3,5-Dimethylphenyl)-4-phenylquinazoline；2-(3,5-dimethylphenyl)-4-phenylquinazoline
• 化学式: C₂₂H₁₈N₂
• 分子量: 310.398
• InChiKey: VDJFZYDGYJQVTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基二苯甲酮 、 均三甲苯 在 叔丁基过氧化氢 、 copper(II) choride dihydrate 、 ammonium acetate 作用下， 以 水 为溶剂， 以86%的产率得到2-(3,5-dimethyl-phenyl)-4-phenyl-quinazoline
  参考文献：
  名称：

  Efficient synthesis of 2-arylquinazolines via copper-catalyzed dual oxidative benzylic CH aminations of methylarenes

  摘要：

  A novel copper-catalyzed dual oxidative benzylic C-H aminations of methylarenes with 2-aminobenzoketones in the presence of ammonium acetate was developed. This reaction represents a new avenue for 2-arylquinazolines with good yields. A key intermediate was detected and the kinetics isotope effect (KIE) indicated that C-H bond cleavage was the rate-determining step. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2015.07.008

文献信息

• Electrochemical oxidative decarboxylative of α-oxocarboxylic acids towards the synthesis of quinazolines and quinazolinones
  作者：Jiwei Wu、Mengru Zhang、Jun He、Kaixuan Li、Longqiang Ye、Jie Zhou、Xiaolan Xu、Zirong Li、Huajian Xu

  DOI：10.1039/d4ra01318b

  日期：——

  environmentally electrochemical method for the synthesis of quinazolines and quinazolinones has been developed through anodic oxidation decarboxylative of α-oxocarboxylic acids. The present reaction was efficiently conducted by using simple and cheap NH4I as the N-source and electrolyte in an undivided cell. The desired products, quinazolines and quinazolinones, were isolated in high yield under chemical

  通过α-氧代羧酸的阳极氧化脱羧，开发了一种温和且环保的电化学方法来合成喹唑啉和喹唑啉酮。本反应通过使用简单且廉价的NH 4 I作为N源和电解质在未分割的电池中有效地进行。在无化学氧化剂的条件下以高产率分离出所需产物喹唑啉和喹唑啉酮。
• Potassium Iodide-Catalyzed Three-Component Synthesis of 2-Arylquinazolines<i>via</i>Amination of Benzylic CH Bonds of Methylarenes
  作者：Dan Zhao、Qi Shen、Jian-Xin Li

  DOI：10.1002/adsc.201400827

  日期：2015.2.9

  AbstractA novel potassium iodide‐catalyzed three‐component synthesis of quinazolines via benzylic CH bonds amination was developed. Commonly used ammonia salt and the sp3 carbon in commercially available methylarenes were used as nitrogen and C1 sources, respectively. Mechanistic studies indicated that an aryl aldehyde is involved as a key intermediate in the reaction.magnified image
• Efficient synthesis of 2-arylquinazolines via copper-catalyzed dual oxidative benzylic CH aminations of methylarenes
  作者：Li-Yan Liu、Yi-Zhe Yan、Ya-Jie Bao、Zhi-Yong Wang

  DOI：10.1016/j.cclet.2015.07.008

  日期：2015.10

  A novel copper-catalyzed dual oxidative benzylic C-H aminations of methylarenes with 2-aminobenzoketones in the presence of ammonium acetate was developed. This reaction represents a new avenue for 2-arylquinazolines with good yields. A key intermediate was detected and the kinetics isotope effect (KIE) indicated that C-H bond cleavage was the rate-determining step. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.