5,7-dibromoquinolonoquinoxalino-oxazocine | 1182708-31-1

• 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: 5,7-dibromoquinolonoquinoxalino-oxazocine
• 英文别名: 16,18-Dibromo-14-oxa-1,4,11-triazapentacyclo[13.7.1.03,12.05,10.019,23]tricosa-3,5,7,9,11,15,17,19(23),20-nonaen-22-one
• CAS: 1182708-31-1
• 化学式: C₁₉H₁₁Br₂N₃O₂
• 分子量: 473.123
• InChiKey: OSQSHHAPORIVSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  55.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,7-dibromoquinolonoquinoxalino-oxazocine 、 2-萘硼酸 在 三苯基膦钯 作用下， 以 水 为溶剂， 反应 12.0h， 以95%的产率得到4,6-di(naphthalen-2-yl)-8,15-dihydro-1H-quinolino[8′,1′:2,3,4][1,4]oxazocino-[6,7-b]-quinoxalin-1-one
  参考文献：
  名称：

  Synthesis of biaryl pentacyclic quinolonoquinoxalino-oxazocines in aqueous medium using Amberlite IRA 402(OH)

  摘要：

  Amberlite IRA 402(OH) effectively mediates biarylation via Suzuki-Miyaura cross-coupling reaction on complex systems such as dihalo quinolonoquinoxalino-oxazocines. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.07.072
• 作为产物：
  描述：

  2,3-双(溴甲基)喹喔啉 、 5,7-二溴-8-羟基喹啉 在 四丁基溴化铵 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 10.0h， 以88%的产率得到5,7-dibromoquinolonoquinoxalino-oxazocine
  参考文献：
  名称：

  轻松合成6,6,8,6,6-环稠合的五环杂环：PTC条件下喹啉与喹喔啉的成环反应

  摘要：

  通过单相转移催化的独特应用，可以高效，简单地合成一锅序列的五环喹诺酮喹喔啉恶唑啉。该方法的制备简单和概念新颖，为合成新型喹啉类抗生素提供了有吸引力的通用应用。

  DOI：

  10.1016/j.tetlet.2009.05.103

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.
• Facile synthesis of 6,6,8,6,6-ring fused pentacyclic heterocycles: annelation of quinolines to quinoxalines under PTC condition
  作者：Priyankar Paira、Rupankar Paira、Abhijit Hazra、Subhendu Naskar、Krishnendu B. Sahu、Pritam Saha、Shyamal Mondal、Arindam Maity、Sukdeb Banerjee、Nirup B. Mondal

  DOI：10.1016/j.tetlet.2009.05.103

  日期：2009.8

  An efficient and simple synthesis of pentacyclic quinolonoquinoxalinooxazocines in a one-pot sequence has been performed by unique application of phase transfer catalysis. Preparative simplicity and conceptual novelty of the methodology offer an attractive general application for the synthesis of novel quinoline antibiotics.

  通过单相转移催化的独特应用，可以高效，简单地合成一锅序列的五环喹诺酮喹喔啉恶唑啉。该方法的制备简单和概念新颖，为合成新型喹啉类抗生素提供了有吸引力的通用应用。
• Synthesis of biaryl pentacyclic quinolonoquinoxalino-oxazocines in aqueous medium using Amberlite IRA 402(OH)
  作者：Priyankar Paira、Rupankar Paira、Abhijit Hazra、Krishnendu B. Sahu、Subhendu Naskar、Pritam Saha、Shyamal Mondal、Arindam Maity、Sukdeb Banerjee、Nirup B. Mondal

  DOI：10.1016/j.tetlet.2009.07.072

  日期：2009.9

  Amberlite IRA 402(OH) effectively mediates biarylation via Suzuki-Miyaura cross-coupling reaction on complex systems such as dihalo quinolonoquinoxalino-oxazocines. (C) 2009 Elsevier Ltd. All rights reserved.