6-ethanoyloxy-2-naphthalenecarboxylic acid methyl ester | 117140-86-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-ethanoyloxy-2-naphthalenecarboxylic acid methyl ester
• 英文别名: 2,6-Diacetoxy naphthalene；methyl 6-acetyloxynaphthalene-2-carboxylate
• CAS: 117140-86-0
• 化学式: C₁₄H₁₂O₄
• 分子量: 244.247
• InChiKey: FEMLQRZUSKWKCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苯硼酸酐 、 6-ethanoyloxy-2-naphthalenecarboxylic acid methyl ester 在 potassium phosphate 、 二氯化双(三环己基膦)镍(II) 、 水 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以70%的产率得到methyl 6-phenyl-2-naphthoate
  参考文献：
  名称：

  Biaryl Construction via Ni-Catalyzed C−O Activation of Phenolic Carboxylates

  摘要：

  Biaryl scaffolds were constructed via Ni-catalyzed aryl C-O activation by avoiding cleavage of the more reactive acyl C-O bond aryl carboxylates. Now aryl esters, in general, can be successfully employed in cross-coupling reactions for the first time. The substrate scope and synthetic utility of the chemistry were demonstrated by the syntheses of more than 40 biaryls and by constructing complex organic molecules. Water was observed to play an important role in facilitating this transformation.

  DOI：

  10.1021/ja8056503

文献信息

• LIGAND, NICKEL COMPLEX COMPRISING THE LIGAND, AND REACTION USING THE NICKEL COMPLEX
  申请人：NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITY

  公开号：US20160074853A1

  公开（公告）日：2016-03-17

  An object of the present invention is to provide a method for directly performing arylation (particularly α-arylation) of carbonyl or thiocarbonyl compounds using a more inexpensive phenol derivative and nickel catalyst. Another object of the present invention is to provide a novel nickel catalyst that can be used in this method, and a novel ligand of the nickel catalyst. The novel compounds of the present invention are a compound having a diphosphine skeleton in which a five- or six-membered heterocyclic ring is substituted with two dialkylphosphines and/or dicycloalkylphosphines, or a salt thereof, and a compound having the diphosphine skeleton that is bound to nickel. Moreover, coupling reaction of a carbonyl compound and a phenol derivative can be advanced in the presence of a nickel compound having a monodentate or bidentate dialkylphosphine and/or dicycloalkylphosphine skeleton.

  本发明的一个目的是提供一种使用更便宜的酚衍生物和镍催化剂直接进行羟基化（尤其是α-羟基化）的醛或硫醛化合物的方法。本发明的另一个目的是提供一种可以用于该方法的新型镍催化剂，以及镍催化剂的新型配体。本发明的新化合物是一种含有二膦骨架的化合物，其中五元或六元杂环环被两个二烷基膦和/或二环烷基膦取代，或其盐，以及与镍结合的具有二膦骨架的化合物。此外，在存在具有一膦或二膦二烷基膦和/或二环烷基膦骨架的镍化合物的情况下，可以促进醛化合物和酚衍生物的偶联反应。
• Intermolecular Dearomatization of Naphthalene Derivatives by Photoredox‐Catalyzed 1,2‐Hydroalkylation
  作者：Yuan‐Zheng Cheng、Xu‐Lun Huang、Wei‐Hui Zhuang、Qing‐Ru Zhao、Xiao Zhang、Tian‐Sheng Mei、Shu‐Li You

  DOI：10.1002/anie.202008358

  日期：2020.10.5

  visible‐light photoredox catalysis. With an organic photocatalyst, a series of multi‐substituted 1,2‐dihydronaphthalenes are obtained in good‐to‐excellent yields. Intriguingly, by tuning the substituents at the C2 position of naphthalenes, formal dearomative [3+2] cycloadditions occur exclusively via a hydroalkylative dearomatization–cyclization sequence. This overall redox‐neutral method features mild

  通过可见光光氧化还原催化可实现将萘与可商购获得的α-氨基酸进行分子间加氢脱芳香化反应。使用有机光催化剂，可以以优异的产率获得一系列多取代的1,2-二氢萘。有趣的是，通过调节萘C2位的取代基，形式上的脱芳香性[3 + 2]环加成仅通过加氢烷基化脱芳香化-环化序列发生。这种整体的氧化还原中性方法具有温和的反应条件，良好的功能耐受性和操作简便性。展示了产品的多种下游工艺。初步的力学研究表明，自由基与自由基的耦合途径参与其中。
• Preparation of poly(aryl ether/thioether)-polyester block copolymers
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0367158A2

  公开（公告）日：1990-05-09

  Poly(aryl ether/thioether)-polyester block copolymers are prepared by reacting a polyester with a poly(aryl ether/thioether) having at least one electron-withdrawing group located in a position ortho or para to its ether/thioether linking group, in the presence of an exchange catalyst. The copolymers of the present application exhibit high temperature stability and excellent thermoplastic engineering properties, as well as superior solvent resistance, making them particularly suited for producing molded plastic components for the automotive and eletrical housings markets.

  聚（芳基醚/硫醚）-聚酯嵌段共聚物的制备方法是：在交换催化剂存在下，将聚酯与具有至少一个取电子基团的聚（芳基醚/硫醚）反应，该聚（芳基醚/硫醚）的取电子基团位于醚/硫醚连接基团的正交或对交位置。本申请的共聚物具有高温稳定性和优异的热塑性工程特性，以及出色的耐溶剂性，因此特别适合用于生产汽车和电子外壳市场的模塑塑料部件。
• Process for producing aromatic polyesters
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0357079A2

  公开（公告）日：1990-03-07

  An aromatic polyester of good processability and heat resistance is prepared by charging starting materials in a reaction vessel, carrying out polycondensation reaction in the vessel until the flow temperature of the produced aromatic polyester falls in the temperature range of from 240°C to a temperature of 20°C below the reaction temperature and discharging the reaction product from the vessel in the molten state. The aromatic polyester obtained by the present invention can be used molded into various forms such as fiber, film, etc. In addition, compositions comprising this aromatic polyester and glass fibers, mica, talc, silica, potassium titanate, wollastonite, calcium carbonate, quartz, iron oxide, graphite, carbon fibers, etc. can be used in machine parts, electric and electronic parts and automobile parts because of their excellent mechanical properties, electric properties, chemical resistance and oil resistance.

  在反应容器中加入起始材料，在容器中进行缩聚反应，直到生成的芳香族聚酯的流动温度降至 240°C 至低于反应温度 20°C 的温度范围内，然后将反应产物以熔融状态从容器中排出，即可制备出加工性和耐热性良好的芳香族聚酯。 本发明得到的芳香族聚酯可用于模塑成各种形式，如纤维、薄膜等。此外，由这种芳香族聚酯和玻璃纤维、云母、滑石粉、二氧化硅、钛酸 钾、硅灰石、碳酸钙、石英、氧化铁、石墨、碳纤维等组成的组合物，由于具有优异 的机械性能、电性能、耐化学性和耐油性，可用于机械零件、电气电子零件和汽车零件。
• A process for producing aromatic polyesters
  申请人：SUMITOMO CHEMICAL COMPANY LIMITED

  公开号：EP0367278B1

  公开（公告）日：1995-05-03