2-(pyridin-2-yl)phenyl 1-naphthoate | 1574184-83-0

• 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 1-naphthoate
• 英文别名: (2-Pyridin-2-ylphenyl) naphthalene-1-carboxylate
• CAS: 1574184-83-0
• 化学式: C₂₂H₁₅NO₂
• 分子量: 325.367
• InChiKey: BVSOKMCJGLIHSK-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：

  1-萘甲酰氯 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 2-(pyridin-2-yl)phenyl 1-naphthoate
  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。
• 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.