10-fluoro-5-phenylindazolo[3,2-b]quinazolin-7-one | 1464831-57-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 10-fluoro-5-phenylindazolo[3,2-b]quinazolin-7-one
• 英文别名: 10-Fluoro-5-phenylindazolo[3,2-b]quinazolin-7-one
• CAS: 1464831-57-9
• 化学式: C₂₀H₁₂FN₃O
• 分子量: 329.333
• InChiKey: UOPCUYVKFWMDSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7-氟-2H-3,1-苯并噁嗪-2,4-二酮 在 caesium carbonate 、 柠檬酸 、 L-脯氨酸 、 copper(l) chloride 作用下， 以 四氢呋喃 、 乙醇 、 二甲基亚砜 为溶剂， 反应 12.0h， 生成 10-fluoro-5-phenylindazolo[3,2-b]quinazolin-7-one
  参考文献：
  名称：

  Copper-catalyzed intramolecular C–N bond formation reaction of 3-amino-2-(2-bromophenyl)dihydroquinazolinones: synthesis of indazolo[3,2-b]quinazolinones

  摘要：

  A copper-catalyzed intramolecular C-N bond formation reaction of 3-amino-2-(2-bromophenyl)dihydroquinazolinones has been developed for the synthesis of indazolo[3,2-b]quinazolinones in moderate to good yields. The structure of the newly synthesized indazolo[3,2-b]quinazolinones was unambiguously confirmed by X-ray single-crystal diffraction analysis. Moreover, a possible mechanism for the formation of indazolo[3,2-b]quinazolinones is discussed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.09.012

文献信息

• Palladium-Catalyzed Cascade Reaction of 2-Amino-<i>N</i>′-arylbenzohydrazides with Triethyl Orthobenzoates To Construct Indazolo[3,2-<i>b</i>]quinazolinones
  作者：Weiguang Yang、Rui Qiao、Jiuxi Chen、Xiaobo Huang、Miaochang Liu、Wenxia Gao、Jinchang Ding、Huayue Wu

  DOI：10.1021/jo5024848

  日期：2015.1.2

  A palladium-catalyzed sequential cyclization/C-H activation cascade reaction of 2-amino-N'-arylbenzohydrazides with triethyl orthobenzoates has been developed, providing indazolo[3,2-b]quinazolinones in good to high yields. Two key intermediates of the reaction, 2-phenyl-3-(phenylamino)quinazolinone and C-H insertion palladacycle, were isolated, and their structures were unambiguously confirmed by X-ray crystallography. This method represents an unprecedented example of a halogen-free protocol to access indazolo[3,2-b]quinazolinones. Moreover, this chemistry also provides a useful tool for the discovery of fluorescent materials.