14-Chloro-12-iodo-10-oxa-1-azatetracyclo[9.7.1.03,8.015,19]nonadeca-3,5,7,11,13,15(19),16-heptaen-18-one | 1187578-30-8

• 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: 14-Chloro-12-iodo-10-oxa-1-azatetracyclo[9.7.1.03,8.015,19]nonadeca-3,5,7,11,13,15(19),16-heptaen-18-one
• CAS: 1187578-30-8
• 化学式: C₁₇H₁₁ClINO₂
• 分子量: 423.637
• InChiKey: KSDAKNZTFDHXNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  2-呋喃硼酸 、 14-Chloro-12-iodo-10-oxa-1-azatetracyclo[9.7.1.03,8.015,19]nonadeca-3,5,7,11,13,15(19),16-heptaen-18-one 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以72%的产率得到4-chloro-6-(furan-2-yl)-8,13-dihydro-1H-benzo[6,7][1,4]oxazocino[2,3,4-ij]quinolin-1-one
  参考文献：
  名称：

  Synthesis of novel benzoxazocino quinoliniums and quinolones under PTC conditions and their application in Suzuki cross coupling reaction for the construction of polynuclear heteroaromatics

  摘要：

  A general and highly efficient synthetic protocol under phase transfer catalytic condition has been established for the synthesis of fused tetracyclic oxazocinoquinolone analogues which served as the precursors for novel biaryl quinolones using microwave assisted Suzuki cross coupling reaction. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.061
• 作为产物：
  描述：

  氯碘羟喹 、 1,2-二(溴甲基)苯 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95%的产率得到14-Chloro-12-iodo-10-oxa-1-azatetracyclo[9.7.1.03,8.015,19]nonadeca-3,5,7,11,13,15(19),16-heptaen-18-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

• Naphtho- and Benzo[g]quinoxalino-Fused Oxazocinoquinolinones and Their Diaryl and Alkynyl Analogues from Quinolin-8-ols: A Library of Novel Polynuclear Heteroaromatics
  作者：Nirup Mondal、Rupankar Paira、Arindam Maity、Subhendu Naskar、Shyamal Mondal、Priyankar Paira、Abhijit Hazra、Krishnendu Sahu、Pritam Saha、Sukdeb Banerjee

  DOI：10.1055/s-0030-1257974

  日期：2010.10

  The efficient syntheses of 6,6,8,6,6-pentacyclic naphtho-fused oxazocinoquinolinones and 6,6,8,6,6,6-hexacyclic benzo[g]quinoxalino-fused oxazocinoquinolinones were achieved in one-pot sequences. The generation of libraries of their diaryl- and alkynyl-substituted analogues via Suzuki-Miyaura and Sonogashira cross-coupling reactions, respectively, were also achieved.

  在一锅法序列中实现了6,6,8,6,6-五环并萘稠合草酰二喹啉酮和6,6,8,6,6,6-六环并苯并[g]喹啉并草酰二喹啉酮的高效合成。通过Suzuki-Miyaura和Sonogashira交叉偶联反应，分别生成了它们的二芳基和炔基取代类似物库。
• 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。