6-methyl-2,3-diphenyl-4(3H)-quinazolinone | 1454775-15-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-methyl-2,3-diphenyl-4(3H)-quinazolinone
• 英文别名: 6-methyl-2,3-diphenylquinazolin-4(3H)-one
• CAS: 1454775-15-5
• 化学式: C₂₁H₁₆N₂O
• 分子量: 312.371
• InChiKey: VUMNPKOHMPIGBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  34.89
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  6-甲基靛红酸酐 在 氧气 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 4.0h， 生成 6-methyl-2,3-diphenyl-4(3H)-quinazolinone 、 6-methyl-3-phenylquinazolin-4(3H)-one
  参考文献：
  名称：

  Mechanistic insights into a catalyst-free method to construct quinazolinones through multiple oxidative cyclization

  摘要：

  A novel one-pot benign oxidative cyclization of alcohols with 2-aminobenzamides was successfully developed without catalyst to afford the quinazolinones under O-2. This one-pot protocol involved oxidations and cyclizations to construct the skeleton of quinazolinones through possibly three kinds of distinct reaction mechanisms. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2016.01.027

文献信息

• Complementary Reactivity in Selective Radical Processes: Electrochemistry of Oxadiazolines to Quinazolinones
  作者：Ho Seong Hwang、Eun Jin Cho

  DOI：10.1021/acs.orglett.1c01676

  日期：2021.7.2

  Electrochemistry has recently emerged as a sustainable approach for efficiently generating radical intermediates utilizing eco-friendly electric energy. An electrochemical process was developed to transform 1,2,4-oxadiazolines under mild conditions. The electrochemical N–O bond cleavage at a controlled oxidation potential led to the selective synthesis of quinazolinone derivatives that could not be

  电化学最近已成为利用环保电能有效生成自由基中间体的可持续方法。开发了一种在温和条件下转化 1,2,4-恶二唑啉的电化学过程。在受控氧化电位下电化学 N-O 键断裂导致选择性合成喹唑啉酮衍生物，而光催化自由基过程无法获得，这表明自由基过程中存在互补的反应性。基于密度泛函理论的研究充分揭示了电化学反应途径。
• Iron-Catalyzed One-Pot 2,3-Diarylquinazolinone Formation from 2-Nitrobenzamides and Alcohols
  作者：Huamin Wang、Xiangxiang Cao、Fuhong Xiao、Saiwen Liu、Guo-Jun Deng

  DOI：10.1021/ol402350x

  日期：2013.9.20

  A novel approach for the synthesis of 2,3-diarylquinazolinones using iron as catalyst is described. Various 2-nitro-N-arylbenzamides reacted with benzylic alcohols to selectively give the corresponding products in the absence of external oxidant or reductant.