3-(3-fluorophenyl)-4(3H)-quinazolinone

• 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: 3-(3-fluorophenyl)-4(3H)-quinazolinone
• 英文别名: 3-(3-fluorophenyl)quinazolin-4(3H)-one；3-(3-Fluorophenyl)quinazolin-4-one
• 化学式: C₁₄H₉FN₂O
• 分子量: 240.237
• InChiKey: KHIGSGCCOQFOGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  过氧化二异丙苯 、 2-Amino-N-(3-fluorophenyl)benzamide 在 咪唑 、 copper(II) acetate monohydrate 作用下， 以 氯苯 为溶剂， 反应 10.0h， 以72%的产率得到3-(3-fluorophenyl)-4(3H)-quinazolinone
  参考文献：
  名称：

  Copper-Catalyzed Radical Methylation/C–H Amination/Oxidation Cascade for the Synthesis of Quinazolinones

  摘要：

  A copper-catalyzed radical methylation/sp(3) C-H amination/oxidation reaction for the facile synthesis of quinazolinone was developed. In this cascade reaction, dicumyl peroxide acts not only as a useful oxidant but also as an efficient methyl source. Notably, a methyl radical, generated. from peroxide, was confirmed by electron paramagnetic resonance for the first time.

  DOI：

  10.1021/acs.joc.5b00191

文献信息

• TBHP as Methyl Source under Metal-Free Aerobic Conditions To Synthesize Quinazolin-4(3<i>H</i> )-ones and Quinazolines by Oxidative Amination of C(sp³ )-H Bond
  作者：Sushobhan Mukhopadhyay、Dinesh S. Barak、Sanjay Batra

  DOI：10.1002/ejoc.201800495

  日期：2018.6.15

  tert‐Butyl hydroperoxide (TBHP) served as the methyl source under metal‐free aerobic conditions in the oxidative amination of a C(sp3)–H bond to provide quinazolin‐4(3H)‐one and quinazoline derivatives.

  在无金属好氧条件下，叔丁基过氧化氢（TBHP）在C（sp 3）-H键的氧化胺化反应中作为甲基源，提供了quinazolin-4（3 H）-one和quinazoline衍生物。
• Copper-Catalyzed Radical Methylation/C–H Amination/Oxidation Cascade for the Synthesis of Quinazolinones
  作者：Yajie Bao、Yizhe Yan、Kun Xu、Jihu Su、Zhenggen Zha、Zhiyong Wang

  DOI：10.1021/acs.joc.5b00191

  日期：2015.5.1

  A copper-catalyzed radical methylation/sp(3) C-H amination/oxidation reaction for the facile synthesis of quinazolinone was developed. In this cascade reaction, dicumyl peroxide acts not only as a useful oxidant but also as an efficient methyl source. Notably, a methyl radical, generated. from peroxide, was confirmed by electron paramagnetic resonance for the first time.