2-(pyridin-2-yl)phenyl 2-naphthoate | 1450914-90-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(pyridin-2-yl)phenyl 2-naphthoate
• 英文别名: (2-Pyridin-2-ylphenyl) naphthalene-2-carboxylate
• CAS: 1450914-90-5
• 化学式: C₂₂H₁₅NO₂
• 分子量: 325.367
• InChiKey: NBLKMLKVFSDOBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-萘甲酰氯 在 双氧水 、 palladium diacetate 、 sodium hydroxide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 水 为溶剂， 反应 3.5h， 生成 2-(pyridin-2-yl)phenyl 2-naphthoate
  参考文献：
  名称：

  Palladium(II)-Catalyzed othro-C–H-Benzoxylation of 2-Arylpyridines by Oxidative Coupling with Aryl Acylperoxides

  摘要：

  开发了一种钯(II)催化的2-芳基吡啶与芳基过氧化酮的邻位苯氧基化反应。以吡啶基作为指导基团，该苯氧基化反应表现出显著的区域选择性和优异的功能团耐受性，产物的收率高达87%。

  DOI：

  10.3390/molecules18044403

文献信息

• Amides and Ethers as Chemoselective Surrogates for Copper(II)-Catalyzed ortho Benzoyloxylation of 2-Phenylpyridines
  作者：Bhalchandra Bhanage、Subhash Yedage

  DOI：10.1055/s-0034-1378830

  日期：——

  Chemoselective ortho benzoyloxylation of 2-phenylpyridine derivatives using amides and ethers as novel arylcarboxy sources using a Cu(II)/TBHP catalytic system has been reported. It is a simple protocol for ortho benzoyloxylation using amides and ethers as surrogates. A broad range of amides and ethers was found to be compatible under optimized reaction conditions to provide the corresponding products in good to excellent yield. The reaction proceeds through the cleavage of C-N, C-O, and C-H bonds and the formation of a new C-O bond via C-H functionalization.
• Terminal Aryl Alkenes and Alkynes as Arylcarboxy Surrogates toward <i>o</i>-Benzoxylation of 2-Phenylpyridine Catalyzed by Copper
  作者：Saroj Kumar Rout、Srimanta Guin、Anupal Gogoi、Ganesh Majji、Bhisma K. Patel

  DOI：10.1021/ol500224e

  日期：2014.3.21

  A variety of styrenes and phenylacetylenes serve as excellent arylcarboxy sources in bringing about substrate directed o-benzoxylation of 2-phenylpyridine derivatives catalyzed by Cu(II) in the presence of TBHP. This reaction proceeds via formation of phenylglyoxal followed by decarbonylation to benzoyl radical/benzaldehyde which acts as the arylcarboxy source.