2-chloro-6-methylbenzo[h][1,6]naphthyridin-5(6H)-one | 1158180-81-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-chloro-6-methylbenzo[h][1,6]naphthyridin-5(6H)-one
• 英文别名: 2-Chloro-6-methylbenzo[h][1,6]naphthyridin-5-one
• CAS: 1158180-81-4
• 化学式: C₁₃H₉ClN₂O
• 分子量: 244.68
• InChiKey: GRAIXPOMAOFZJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(2-iodophenyl)-N-methyl-6-chloro-pyridine-3-carboxamide 在 四丁基氯化铵 、 potassium acetate 、 palladium diacetate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 0.75h， 以48%的产率得到2-chloro-6-methylbenzo[c][2,7]naphthyridin-5(6H)-one
  参考文献：
  名称：

  Efficient palladium-catalyzed direct arylation of azines and diazines using ligand-free conditions

  摘要：

  The use of the palladium-catalyzed direct arylation was successfully tested on different electron-deficient heterocycles. The results demonstrate the effectiveness of the method based on the intramolecular coupling reaction providing polyazacyclic systems. This new application was obtained by using ligand-free conditions with the mixture of Pd(OAc)(2) and TBAC as catalytic system. With suitable substrates different products arising from regioselective coupling were observed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.025

文献信息

• Efficient palladium-catalyzed direct arylation of azines and diazines using ligand-free conditions
  作者：Luca Basolo、Egle M. Beccalli、Elena Borsini、Gianluigi Broggini

  DOI：10.1016/j.tet.2009.02.025

  日期：2009.4

  The use of the palladium-catalyzed direct arylation was successfully tested on different electron-deficient heterocycles. The results demonstrate the effectiveness of the method based on the intramolecular coupling reaction providing polyazacyclic systems. This new application was obtained by using ligand-free conditions with the mixture of Pd(OAc)(2) and TBAC as catalytic system. With suitable substrates different products arising from regioselective coupling were observed. (C) 2009 Elsevier Ltd. All rights reserved.