5-methyl-2-( pyridin-2-yl)phenyl 2-methylbenzoate | 1373875-31-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 5-methyl-2-( pyridin-2-yl)phenyl 2-methylbenzoate
• 英文别名: (5-Methyl-2-pyridin-2-ylphenyl) 2-methylbenzoate；(5-methyl-2-pyridin-2-ylphenyl) 2-methylbenzoate
• CAS: 1373875-31-0
• 化学式: C₂₀H₁₇NO₂
• 分子量: 303.36
• InChiKey: MUSZCEFNYDMIKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  邻甲基苯甲酰氯 在 叔丁基过氧化氢 、 copper diacetate 、 potassium carbonate 作用下， 以 水 、 乙酸乙酯 、 氯苯 为溶剂， 反应 40.0h， 生成 5-methyl-2-( pyridin-2-yl)phenyl 2-methylbenzoate
  参考文献：
  名称：

  Amides and Ethers as Chemoselective Surrogates for Copper(II)-Catalyzed ortho Benzoyloxylation of 2-Phenylpyridines

  摘要：

  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.

  DOI：

  10.1055/s-0034-1378830

文献信息

• Copper catalyzed oxidative ortho-C–H benzoxylation of 2-phenylpyridines with benzyl alcohols and benzyl amines as benzoxylation sources
  作者：Ashok B. Khemnar、Bhalchandra M. Bhanage

  DOI：10.1039/c4ob01912a

  日期：——

  An efficient methodology for the ortho benzoxylation of 2-phenylpyridine via C–H bond activation using benzyl alcohols and benzyl amines as arylcarboxy sources has been developed.

  一种高效的方法论已经开发出来，用于通过苄醇和苄胺作为芳基羧源进行C-H键活化的2-苯基吡啶的正苄基化。
• ‘Ligand-free’ palladium-catalyzed direct C–H bond oxidative acyloxylation of 2-arylpyridines with aromatic carboxylic acids
  作者：Chao-Jun Hu、Xiao-Hong Zhang、Qiu-Ping Ding、Ting Lv、Shao-Peng Ge、Ping Zhong

  DOI：10.1016/j.tetlet.2012.03.022

  日期：2012.5

  A palladium-catalyzed direct C–H bond oxidative acyloxylation of 2-arylpyridines with aromatic carboxylic acids is described. Several 2-arylpyridines derivatives and aromatic carboxylic acids participate in the reaction, providing a series of mono-acyloxylated products in moderate to good yields. Importantly, the reaction can be conducted without using any ligands in a lower temperature.

  描述了2-芳基吡啶与芳族羧酸的钯催化直接CH键氧化酰氧基化反应。几种2-芳基吡啶衍生物和芳族羧酸参与该反应，以中等至良好的产率提供了一系列单酰氧基化的产物。重要的是，可以在较低温度下不使用任何配体的情况下进行反应。
• Benzylic ethers as arylcarboxy surrogates in substrate directed ortho C–H functionalisation catalysed by copper
  作者：Nilufa Khatun、Arghya Banerjee、Sourav Kumar Santra、Wajid Ali、Bhisma K. Patel

  DOI：10.1039/c5ra03462k

  日期：——

  A copper catalysed o-benzoxylation of 2-arylpyridines has been accomplished using benzylic ethers as the alternative arylcarboxy sources (ArCOO–).

  一种铜催化的2-芳基吡啶的o-苯甲氧基化反应已经成功地利用苄基醚作为替代芳基羧酸源（ArCOO–）。
• Benzylamine as an arylcarboxy surrogate: a copper catalysed o-benzoxylation of 2-phenylpyridines using benzyl amines
  作者：Ahalya Behera、Saroj K. Rout、Srimanta Guin、Bhisma K. Patel

  DOI：10.1039/c4ra09922b

  日期：——

  Different reactivities and selectivities of Cu and Pd catalysts have been demonstrated in the reactions of benzylamines with 2-phenylpyridines.

  铜和钯催化剂在苄胺与2-苯基吡啶反应中表现出不同的活性和选择性。
• 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.