6-ethyl-2-phenyloxazolo[5,4-f]quinolin-7(6H)-one | 1365540-16-4

• 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: 6-ethyl-2-phenyloxazolo[5,4-f]quinolin-7(6H)-one
• 英文别名: 6-Ethyl-2-phenyl-[1,3]oxazolo[5,4-f]quinolin-7-one；6-ethyl-2-phenyl-[1,3]oxazolo[5,4-f]quinolin-7-one
• CAS: 1365540-16-4
• 化学式: C₁₈H₁₄N₂O₂
• 分子量: 290.321
• InChiKey: XFBKCDSSUCKNKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  46.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(5-bromo-1-ethyl-2-oxo-1,2-dihydroquinolin-6-yl)benzamide 在 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以90%的产率得到6-ethyl-2-phenyloxazolo[5,4-f]quinolin-7(6H)-one
  参考文献：
  名称：

  Catalyst-free synthesis of coumarin-, quinolone- and pyridine-annulated oxazole derivatives

  摘要：

  An efficient approach for the synthesis of coumarin-, quinolone- and pyridine-annulated oxazole derivatives has been achieved by direct base-mediated intramolecular carbon-oxygen bond formation in a transition metal catalyst-free protocol. Intramolecular cyclization of o-bromoamides in DMSO in the presence of Cs2CO3 at 130 degrees C affords heterocycle-annulated oxazole derivatives in high yields via a nucleophilic ;addition of amide to form the C-O bond. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.01.015

文献信息

• Catalyst-free synthesis of coumarin-, quinolone- and pyridine-annulated oxazole derivatives
  作者：K.C. Majumdar、Sintu Ganai、Raj Kumar Nandi、Krishanu Ray

  DOI：10.1016/j.tetlet.2012.01.015

  日期：2012.3

  An efficient approach for the synthesis of coumarin-, quinolone- and pyridine-annulated oxazole derivatives has been achieved by direct base-mediated intramolecular carbon-oxygen bond formation in a transition metal catalyst-free protocol. Intramolecular cyclization of o-bromoamides in DMSO in the presence of Cs2CO3 at 130 degrees C affords heterocycle-annulated oxazole derivatives in high yields via a nucleophilic ;addition of amide to form the C-O bond. (C) 2012 Published by Elsevier Ltd.