8,10-dibromo-2H,3H,5H-1,4-oxazino[6,5,4-i,j]quinolin-5-one

• 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: 8,10-dibromo-2H,3H,5H-1,4-oxazino[6,5,4-i,j]quinolin-5-one
• 英文别名: 6,8-Dibromo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5,7,9(13),10-tetraen-12-one
• 化学式: C₁₁H₇Br₂NO₂
• 分子量: 344.99
• InChiKey: YCIQVPMODDPWIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  喹啉-8-硼酸 、 8,10-dibromo-2H,3H,5H-1,4-oxazino[6,5,4-i,j]quinolin-5-one 在 四(三苯基膦)钯 作用下， 反应 0.05h， 以85%的产率得到
  参考文献：
  名称：

  微波辐射下碱性氧化铝支持的高效铃木-宫浦交叉偶联反应：在稠合三环氧杂氮杂-喹诺酮类化合物中的应用

  摘要：

  基本的 氧化铝 代替传统 矿物 基地有效地促进了 溶剂在微波辐射下，游离的Pd（PPh 3）4催化了Suzuki-Miyaura交叉偶联反应。

  DOI：

  10.1039/b902916h
• 作为产物：
  描述：

  5,7-二溴-8-羟基喹啉 在 sodium hydroxide 、 air 、 四丁基溴化铵 作用下， 生成 8,10-dibromo-2H,3H,5H-1,4-oxazino[6,5,4-i,j]quinolin-5-one
  参考文献：
  名称：

  General methodology for synthesis of fused tricyclic oxazino-2-quinolones under phase-transfer catalyzed conditions

  摘要：

  A one-pot synthesis of substituted oxazino-2-quinolones is described. The cornerstone of this methodology involves PTC catalyzed addition of an ethylene dihalide to a quinol to generate the corresponding O-alkylated intermediate in situ followed by ring closing and subsequent formation of a carbonyl group in the oxazinoquinolone in a one-pot sequence. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.134

文献信息

• Basic Alumina-Supported Synthesis of Aryl-Heteroarylmethanes<i>via</i>Palladium Catalyzed Cross-Coupling under Microwave Irradiation
  作者：Krishnendu B. Sahu、Arindam Maity、Shyamal Mondal、Rupankar Paira、Pritam Saha、Subhendu Naskar、Abhijit Hazra、Sukdeb Banerjee、Nirup B. Mondal

  DOI：10.1002/jhet.1099

  日期：2013.2

  A basic alumina-supported microwave assisted simple methodology has been developed for the synthesis of aryl-heteroaryl methanes (benzylated quinolones) via transition metal catalyzed cross-coupling reaction of halo substituted polynuclear oxa-aza quinolones with benzyl indium, an organometallic reagent easily derived from commercially available benzyl bromide.

  已经开发了一种基本的氧化铝支持的微波辅助简单方法，该方法可通过卤素取代的多核氧杂氮杂氮杂喹啉酮与苄基铟的过渡金属催化交叉偶联反应来合成芳基-杂芳基甲烷（苄基化喹诺酮）。市售苄溴。
• 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.