6-phenoxyquinoline | 855761-16-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-phenoxyquinoline
• 英文别名: 6-Phenoxyquinoline
• CAS: 855761-16-9
• 化学式: C₁₅H₁₁NO
• 分子量: 221.258
• InChiKey: UMHYHAQZJJIJRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-phenoxyquinoline 在 乙醇 、 sodium 作用下， 生成 6-phenoxy-1,2,3,4-tetrahydro-quinoline
  参考文献：
  名称：

  Tomita, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1936, vol. 56, p. 421,427; dtsch. Ref. S. 65

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-4-phenoxy-N-((E)-3-phenylallylidene)aniline 在 三氟甲磺酸 作用下， 反应 24.0h， 以52.5 mg的产率得到6-phenoxyquinoline
  参考文献：
  名称：

  超强酸促进喹啉衍生物的合成

  摘要：

  从苯胺和肉桂醛制备了一系列乙烯基亚胺。这些底物在超酸性介质中反应以提供喹啉和相关化合物。提出了一种转化机理，该机理涉及双阳离子超亲电中间体的环化。认为喹啉环的芳香化是通过超酸促进的苯消除而发生的。

  DOI：

  10.1016/j.tetlet.2020.151630

文献信息

• CuI/Oxalamide Catalyzed Couplings of (Hetero)aryl Chlorides and Phenols for Diaryl Ether Formation
  作者：Mengyang Fan、Wei Zhou、Yongwen Jiang、Dawei Ma

  DOI：10.1002/anie.201601035

  日期：2016.5.17

  Couplings between (hetero)aryl chlorides and phenols can be effectively promoted by CuI in combination with an N‐aryl‐N′‐alkyl‐substituted oxalamide ligand to proceed smoothly at 120 °C. For this process, N‐aryl‐N′‐alkyl‐substituted oxalamides are more effective ligands than bis(N‐aryl)‐substituted oxalamides. A wide range of electron‐rich and electron‐poor aryl and heteroaryl chlorides gave the corresponding

  CuI与N-芳基-N'-烷基取代的草酰胺配体结合可以有效地促进（杂）芳基氯与苯酚之间的偶联，使其在120°C下顺利进行。在此过程中，N-芳基-N'-烷基取代的草酰胺比双（N-芳基）-取代的草酰胺更有效。各种各样的富电子和贫电子的芳基和杂芳基氯化物都能以良好的收率得到相应的偶联产物。富电子酚和有限范围的贫电子酚实现了令人满意的转化。低至1.5 mol％的催化剂和配体负载量足以满足其中某些反应的放大规模。
• Oxalohydrazide Ligands for Copper‐Catalyzed C−O Coupling Reactions with High Turnover Numbers
  作者：Ritwika Ray、John F. Hartwig

  DOI：10.1002/anie.202015654

  日期：2021.4.6

  long‐lived copper catalysts for couplings that form the C−O bonds in biaryl ethers. These Cu‐catalyzed coupling of phenols with aryl bromides occurred with turnovers up to 8000, a value which is nearly two orders of magnitude higher than those of prior couplings to form biaryl ethers and nearly an order of magnitude higher than those of any prior copper‐catalyzed coupling of aryl bromides and chlorides

  在这里，我们报道了一类基于草酰肼核心和N-氨基吡咯和N-氨基吲哚单元的配体，它们生成长寿命的铜催化剂，用于在联芳醚中形成CO键的偶联。这些铜催化的酚类与芳基溴化物的偶联反应的转化率高达 8000，该值比之前形成联芳基醚的偶联反应高出近两个数量级，并且比任何现有的铜催化偶联反应高出近一个数量级。芳基溴和氯化物的催化偶联。该配体还产生了催化芳基氯与苯酚的偶联以及芳基溴和芳基碘与伯苄醇和脂肪醇的偶联的铜体系。可耐受多种官能团，包括腈、卤化物、醚、酮、胺、酯、酰胺、乙烯基芳烃、醇和硼酸酯，并且与药物相关结构中的芳基溴发生反应。
• Copper-Catalyzed Diaryl Ether Formation from (Hetero)aryl Halides at Low Catalytic Loadings
  作者：Yuntong Zhai、Xiaofei Chen、Wei Zhou、Mengyang Fan、Yisheng Lai、Dawei Ma

  DOI：10.1021/acs.joc.7b00493

  日期：2017.5.5

  Diaryl formation is achieved by coupling phenols and (hetero)aryl halides under the catalysis of CuI/N,N′-bis(2-phenylphenyl) oxalamide (BPPO) or CuI/N-(2-phenylphenyl)-N′-benzyl oxalamide (PPBO) at 90 °C using DMF or MeCN as the solvent. Only 0.2–2 mol % CuI and ligand are required for complete conversion, which represents the lowest catalytic loadings for a general Cu/ligand-catalyzed diaryl ether

  通过在CuI / N，N'-双（2-苯基苯基）草酰胺（BPPO）或CuI / N-（2-苯基苯基）-N'-苄基草酰胺的催化下偶联酚和（杂）芳基卤化物来形成二芳基（PPBO）在90°C下使用DMF或MeCN作为溶剂。完全转化仅需要0.2–2 mol％的CuI和配体，这代表了通常的Cu /配体催化的二芳基醚形成的最低催化负载量。
• Novel Mesoionic Insecticidal Compound
  申请人：Nippon Kayaku Kabushiki Kaisha

  公开号：US20200017490A1

  公开（公告）日：2020-01-16

  The purpose of the present invention is to provide a mesoionic compound, which exhibits an improved controlling effect on various harmful organisms, or a salt thereof. A mesoionic compound represented by formula (1) (wherein: R 1 is selected from a hydrogen atom, etc.; R 2 represents an optionally substituted phenyl group; R 3 is selected from a hydrogen atom, etc.; R 4 is selected from a hydrogen atom, etc.; R 5 is selected from an optionally substituted ethylene group, etc.; and X is selected from an oxygen atom, etc.) or a salt thereof.

  本发明的目的是提供一种嵌环离子化合物，其在各种有害生物上表现出改进的控制效果，或其盐。由式（1）表示的嵌环离子化合物（其中：R1选自氢原子等；R2代表可选择取代的苯基团；R3选自氢原子等；R4选自氢原子等；R5选自可选择取代的乙烯基团等；X选自氧原子等）或其盐。
• Mesoionic Compound
  申请人：Nippon Kayaku Kabushiki Kaisha

  公开号：US20180310564A1

  公开（公告）日：2018-11-01

  The purpose of the present invention is to provide a mesoionic compound or a salt thereof that exhibits excellent control activity against various pests. Provided is a mesoionic compound represented by formula (1). (In the formula, Ra represents a hydrogen atom or a methyl group, R 1 represents a phenyl group or pyridyl group which is optionally substituted with up to two substituents selected independently from R 2 , and R 2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, a c-propyl group, an n-butyl group, an i-butyl group, an s-butyl group, a t-butyl group, a fluoromethyl group, a difluoromethyl group, a trifluoromethyl group, a methyloxy group, an ethyloxy group, an n-propyloxy group, an i-propyloxy group, a c-propyloxy group, an n-butyloxy group, an i-butyloxy group, a s-butyloxy group, a t-butyloxy group, an n-pentyloxy group, a trifluoromethyloxy group, a 2,2,2-trifluoroethyloxy group, a methylthio group, a methylsulfoxy group, a methylsulfonyl group, a vinyl group, an ethynyl group, etc.)

  本发明的目的是提供一种对各种害虫具有出色控制活性的噻唑离子化合物或其盐。提供了由式(1)表示的噻唑离子化合物。（在该式中，Ra代表氢原子或甲基基团，R1代表苯基或吡啶基，可选地取代高达两个从R2中独立选择的取代基，R2代表氢原子、氟原子、氯原子、溴原子、甲基基团、乙基基团、正丙基基团、异丙基基团、叔丙基基团、正丁基基团、异丁基基团、对丁基基团、叔丁基基团、氟甲基基团、二氟甲基基团、三氟甲基基团、甲氧基基团、乙氧基基团、正丙氧基基团、异丙氧基基团、叔丙氧基基团、正丁氧基基团、异丁氧基基团、对丁氧基基团、叔丁氧基基团、正戊氧基基团、三氟甲氧基基团、2,2,2-三氟乙氧基基团、甲硫基基团、甲磺氧基基团、甲磺酰基基团、乙烯基团、乙炔基团等。）