2-(3-methylpyridin-2-yl)phenyl benzoate | 1292847-94-9

• 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: 2-(3-methylpyridin-2-yl)phenyl benzoate
• 英文别名: 2-[(2-benzoyloxy)phenyl]-3-methylpyridine；[2-(3-Methylpyridin-2-yl)phenyl] benzoate
• CAS: 1292847-94-9
• 化学式: C₁₉H₁₅NO₂
• 分子量: 289.334
• InChiKey: CDAJKYWAFDVPNZ-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：

  碘苯二乙酸 在 palladium diacetate 作用下， 以 甲醇 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 8.5h， 生成 2-(3-methylpyridin-2-yl)phenyl benzoate
  参考文献：
  名称：

  Palladium catalyzed ortho-C–H-benzoxylation of 2-arylpyridines using iodobenzene dibenzoates

  摘要：

  A palladium-catalyzed ortho-C-H-benzoxylation of 2-arylpyridines using iodobenzene dibenzoates has been developed. The reaction employed the stable and easily accessible hypervalent iodine reagents as both benzoxylate source and oxidant which made the protocol simple and facile. It showed high regioselectivity and good functional group tolerance, and gave the mono-benzoxylation products in moderate to excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.09.097

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。
• 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%。
• Copper(ii)-catalyzed ortho-functionalization of 2-arylpyridines with acyl chlorides
  作者：Wenhui Wang、Changduo Pan、Fan Chen、Jiang Cheng

  DOI：10.1039/c0cc05557c

  日期：——

  Copper-catalyzed ortho-benzoxylation of 2-arylpyridine sp2 C–H bonds with acyl chloride is described. Notably, switching the base from t-BuOK to Li2CO3 causes chlorination of the C–H bond to take place.

  描述了铜催化的2-芳基吡啶sp2 C–H键与酰氯的邻位苯氧基化反应。值得注意的是，将碱从t-BuOK换成Li2CO3会导致C–H键的氯化反应发生。