5-methyl-2-(pyridin-2-yl)phenyl benzoate | 1186200-24-7

• 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 benzoate
• 英文别名: (5-Methyl-2-pyridin-2-ylphenyl) benzoate；(5-methyl-2-pyridin-2-ylphenyl) benzoate
• CAS: 1186200-24-7
• 化学式: C₁₉H₁₅NO₂
• 分子量: 289.334
• InChiKey: BPTZNFZARFTADD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  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 benzoate
  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 C–H acyloxylation of 2-phenylpyridine using oxygen as the oxidant
  作者：Feifan Wang、Zhiyang Lin、Weisheng Yu、Qingdong Hu、Chao Shu、Wu Zhang

  DOI：10.1039/c8ra01974f

  日期：——

  o-acyloxylation of 2-phenylpyridine with carboxylic acids using oxygen as the oxidant has been developed. Various acids including aromatic acids, cinnamic acids and aliphatic acids are effective acyloxylation reagents and provide the desired products in moderate to excellent yields. The reaction proceeds well under an oxygen atmosphere, making this method potentially practical.

  已经开发了一种使用氧作为氧化剂的有效的铜催化的 2-苯基吡啶与羧酸的直接邻酰氧基化反应。包括芳香酸、肉桂酸和脂肪酸在内的各种酸是有效的酰氧基化试剂，并以中等至极好的收率提供所需的产品。该反应在氧气气氛下进行得很好，使该方法具有潜在的实用性。
• 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。
• Palladium(II)-Catalyzed othro-C–H-Benzoxylation of 2-Arylpyridines by Oxidative Coupling with Aryl Acylperoxides
  作者：Wing-Nga Sit、Chun-Wo Chan、Wing-Yiu Yu

  DOI：10.3390/molecules18044403

  日期：——

  A palladium(II)-catalyzed ortho-benzoxylation of 2-arylpyridines with aryl acylperoxides was developed. With pyridyl as directing group, the benzoxylation reaction exhibits remarkable regioselectivity and excellent functional group tolerance, providing the products in up to 87% yield.

  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%。
• ‘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。
• Copper(II)-catalyzed <i>ortho</i>-Benzoxylation of 2-Arylpyridines with Sodium Carboxylates
  作者：Liping Li、Peng Yu、Jiang Cheng、Fan Chen、Changduo Pan

  DOI：10.1246/cl.2012.600

  日期：2012.6.5

  Copper-catalyzed ortho-benzoxylation of an sp2 C–H bond by sodium carboxylates is described. The procedure tolerates carbomethoxy, formyl, bromo, and chloro groups, providing the benzoxylated products in moderate to good yields.

  描述了一种通过钠羧酸盐催化的铜催化的sp2 C–H键旁位苯甲氧基化反应。该工艺能够耐受碳甲氧基、甲醛、溴和氯基团，产生中到良好的苯甲氧基化产物。