14-Bromo-12,18-diazatetracyclo[8.8.0.02,7.012,17]octadeca-1(10),2,4,6,8,13,15,17-octaen-11-one | 1312091-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 14-Bromo-12,18-diazatetracyclo[8.8.0.02,7.012,17]octadeca-1(10),2,4,6,8,13,15,17-octaen-11-one
• CAS: 1312091-95-4
• 化学式: C₁₆H₉BrN₂O
• 分子量: 325.164
• InChiKey: WMNVSVBMVRINSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• 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：
  2

反应信息

• 作为产物：
  描述：

  2-氨基-5-溴吡啶 、 1-溴-2-(溴甲基)萘 在 copper(l) iodide 、 caesium carbonate 、 L-脯氨酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以83%的产率得到14-Bromo-12,18-diazatetracyclo[8.8.0.02,7.012,17]octadeca-1(10),2,4,6,8,13,15,17-octaen-11-one
  参考文献：
  名称：

  A novel approach for the one-pot synthesis of linear and angular fused quinazolinones

  摘要：

  A convenient and inexpensive one step methodology has been developed for the synthesis of linear and angular fused quinazolinones. The protocol, which uses amino heterocycles and o-bromo benzyl/naphthyl bromides as reactants, Cut as catalyst, Cs2CO3 as base, L-proline as ligand, and DMF as solvent, proceeds via nucleophilic aromatic substitution of the N-heteroaromatic cationic intermediate followed by in situ aerial oxidation at the benzylic position to the quinazolinone scaffold. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.019

文献信息

• A novel approach for the one-pot synthesis of linear and angular fused quinazolinones
  作者：Arindam Maity、Shyamal Mondal、Rupankar Paira、Abhijit Hazra、Subhendu Naskar、Krishnendu B. Sahu、Pritam Saha、Sukdeb Banerjee、Nirup B. Mondal

  DOI：10.1016/j.tetlet.2011.04.019

  日期：2011.6

  A convenient and inexpensive one step methodology has been developed for the synthesis of linear and angular fused quinazolinones. The protocol, which uses amino heterocycles and o-bromo benzyl/naphthyl bromides as reactants, Cut as catalyst, Cs2CO3 as base, L-proline as ligand, and DMF as solvent, proceeds via nucleophilic aromatic substitution of the N-heteroaromatic cationic intermediate followed by in situ aerial oxidation at the benzylic position to the quinazolinone scaffold. (C) 2011 Elsevier Ltd. All rights reserved.