3-methoxy-2-(pyridin-2-yl)phenyl benzoate | 1186200-28-1

• 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: 3-methoxy-2-(pyridin-2-yl)phenyl benzoate
• 英文别名: (3-Methoxy-2-pyridin-2-ylphenyl) benzoate
• CAS: 1186200-28-1
• 化学式: C₁₉H₁₅NO₃
• 分子量: 305.333
• InChiKey: UHPYGSPRTGHDON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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-溴吡啶 在 potassium phosphate monohydrate 、 potassium tert-butylate 、 氧气 、 copper diacetate 、 palladium dichloride 作用下， 以 甲苯 为溶剂， 反应 56.0h， 生成 3-methoxy-2-(pyridin-2-yl)phenyl benzoate
  参考文献：
  名称：

  Copper(ii)-catalyzed ortho-functionalization of 2-arylpyridines with acyl chlorides

  摘要：

  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。

  DOI：

  10.1039/c0cc05557c

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(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。
• Rhodium-Catalyzed <i>ortho</i>-Benzoxylation of sp² C−H Bond
  作者：Zhishi Ye、Wenhui Wang、Fang Luo、Shouhui Zhang、Jiang Cheng

  DOI：10.1021/ol901609t

  日期：2009.9.3

  A rhodium-catalyzed ortho-benzoxylation of the sp(2) C-H bond by carboxylic acids Is described. The procedure tolerates carbomethoxy, formyl, bromo, chloro, and nitro groups, providing the benzoxylated products in moderate to good yields. Importantly, no external oxidant was required for the transformation.
• Copper(II)-Catalyzed Ortho-Acyloxylation of the 2-Arylpyridines sp² C−H Bonds with Anhydrides, Using O₂ as Terminal Oxidant
  作者：Wenhui Wang、Fang Luo、Shouhui Zhang、Jiang Cheng

  DOI：10.1021/jo1000719

  日期：2010.4.2

  A chelation-assisted copper(II)-catalyzed ortho-acyloxylation of the 2-arylpyridine sp(2) C-H bond with anhydride is described. The procedure tolerates various functional groups, such as carbomethoxyl, methoxyl fluoro, bromo, chloro, and cyano groups, affording the mono- or diacyloxylated products in moderate to good yields. Importantly, this procedure uses O-2 as a clean terminal oxidant.
• 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。