3-chloro-7,8,9,10-tetrahydro-11-oxa-6a-aza-cycloocta[de]naphthalen-6-one | 1026668-16-5

• 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: 3-chloro-7,8,9,10-tetrahydro-11-oxa-6a-aza-cycloocta[de]naphthalen-6-one
• 英文别名: 6-Chloro-10-oxa-1-azatricyclo[7.5.1.05,15]pentadeca-3,5,7,9(15)-tetraen-2-one；6-chloro-10-oxa-1-azatricyclo[7.5.1.05,15]pentadeca-3,5,7,9(15)-tetraen-2-one
• CAS: 1026668-16-5
• 化学式: C₁₃H₁₂ClNO₂
• 分子量: 249.697
• InChiKey: FNCQDKJHFGVGLM-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：
  0.31
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,4-二溴丁烷 、 5-氯-8-羟基喹啉 在 十六烷基三甲基溴化铵 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 以92%的产率得到3-chloro-7,8,9,10-tetrahydro-11-oxa-6a-aza-cycloocta[de]naphthalen-6-one
  参考文献：
  名称：

  Synthesis of polycyclic fused 2-quinolones in aqueous micellar system

  摘要：

  A high yielding green protocol has been developed for the synthesis of tri-, tetra-, and pentacyclic fused 2-quinolones in micellar medium. The method is more effective compared to phase-transfer catalytic (PTC) method in terms of the yield of the product as well as the reaction time. It is operationally simple as well as environmentally benign. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.030

文献信息

• Facile synthesis of seven to nine-membered-fused tricyclic quinolones and quinolinium salts under phase transfer catalyzed conditions
  作者：Priyankar Paira、Abhijit Hazra、Krishnendu B. Sahu、Sukdeb Banerjee、Nirup B. Mondal、Niranjan P. Sahu、Manuela Weber、Peter Luger

  DOI：10.1016/j.tet.2008.02.048

  日期：2008.4

  Phase transfer catalyzed one-pot syntheses of fused oxazepino, oxazocino, and oxazonino quinolinium cations and quinolones were achieved from 8-hydroxy quinoline derivatives with 1,omega-dihaloalkanes. Structures of all the products were elucidated by spectroscopic analysis. Single crystal X-ray crystallographic analysis of three compounds and graphical superposition of the structures indicate that products having seven-membered ring are less planar compared to the product having eight-membered ring. (c) 2008 Elsevier Ltd. All rights reserved.
• Synthesis of polycyclic fused 2-quinolones in aqueous micellar system
  作者：Subhendu Naskar、Pritam Saha、Rupankar Paira、Abhijit Hazra、Priyankar Paira、Shyamal Mondal、Arindam Maity、Krishnendu B. Sahu、Sukdeb Banerjee、Nirup B. Mondal

  DOI：10.1016/j.tetlet.2010.01.030

  日期：2010.3

  A high yielding green protocol has been developed for the synthesis of tri-, tetra-, and pentacyclic fused 2-quinolones in micellar medium. The method is more effective compared to phase-transfer catalytic (PTC) method in terms of the yield of the product as well as the reaction time. It is operationally simple as well as environmentally benign. (C) 2010 Elsevier Ltd. All rights reserved.