5-methyl-2-(pyridin-2-yl)phenyl 4-methoxybenzoate | 1574184-70-5

• 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 4-methoxybenzoate
• 英文别名: (5-Methyl-2-pyridin-2-ylphenyl) 4-methoxybenzoate；(5-methyl-2-pyridin-2-ylphenyl) 4-methoxybenzoate
• CAS: 1574184-70-5
• 化学式: C₂₀H₁₇NO₃
• 分子量: 319.36
• InChiKey: OWKUSDKZUMIDQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(4-甲基苯基)吡啶 、 4-乙炔基苯甲醚 在 叔丁基过氧化氢 、 copper diacetate 作用下， 以 癸烷 为溶剂， 反应 12.0h， 以80%的产率得到5-methyl-2-(pyridin-2-yl)phenyl 4-methoxybenzoate
  参考文献：
  名称：

  Terminal Aryl Alkenes and Alkynes as Arylcarboxy Surrogates toward o-Benzoxylation of 2-Phenylpyridine Catalyzed by Copper

  摘要：

  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.

  DOI：

  10.1021/ol500224e

文献信息

• 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。
• 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.