3-(4-chlorophenoxy)pyridine | 28232-43-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-chlorophenoxy)pyridine
• 英文别名: 3-(p-chlorophenoxy)pyridine；3-(4-Chlorphenoxy)-pyridin
• CAS: 28232-43-1
• 化学式: C₁₁H₈ClNO
• 分子量: 205.644
• InChiKey: RTBYFOOOYQPTRE-UHFFFAOYSA-N

物化性质

• 沸点：
  306.2±17.0 °C(Predicted)
• 密度：
  1.244±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-chlorophenoxy)pyridine 在 bis-triphenylphosphine-palladium(II) chloride 、 palladium on activated charcoal 、 甲酸铵 、 溶剂黄146 、 间氯过氧苯甲酸 、 silver(l) oxide 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 36.67h， 生成 8-chlorobenzofuro[3,2-b]pyridine
  参考文献：
  名称：

  Synthesis of Benzofuro[3,2-b]pyridines via Palladium-Catalyzed Dual C–H Activation of 3-Phenoxypyridine 1-Oxides

  摘要：

  An efficient oxidative cyclization to straightforward synthesis of benzofuro[3,2-b]pyridine 1-oxides with high regioselectivity via Pd-catalyzed intramolecular dual C-H activation was developed. The resulting products could be deoxygenated easily to the corresponding benzofuro[3,2-b]pyridines in excellent yields.

  DOI：

  10.1021/ol5033464
• 作为产物：
  描述：

  3-溴吡啶 、 对氯苯酚 在 copper(l) iodide 、 2,2,6,6-四甲基-3,5-庚二酮 、 caesium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 24.0h， 生成 3-(4-chlorophenoxy)pyridine
  参考文献：
  名称：

  Synthesis of Benzofuro[3,2-b]pyridines via Palladium-Catalyzed Dual C–H Activation of 3-Phenoxypyridine 1-Oxides

  摘要：

  An efficient oxidative cyclization to straightforward synthesis of benzofuro[3,2-b]pyridine 1-oxides with high regioselectivity via Pd-catalyzed intramolecular dual C-H activation was developed. The resulting products could be deoxygenated easily to the corresponding benzofuro[3,2-b]pyridines in excellent yields.

  DOI：

  10.1021/ol5033464

文献信息

• Low Catalyst Loadings for Copper-Catalyzed O-Arylation of Phenols with Aryl and Heteroaryl Halides under Mild Conditions
  作者：Yong-Chua Teo、Fui-Fong Yong、Yaw-Kai Yan、Guan-Leong Chua

  DOI：10.1055/s-0031-1290110

  日期：2012.1

  A practical and mild strategy has been developed for the cross-coupling of O-arylation of phenol with differently substituted aryl halides and heteroaryl iodides using low catalyst loading of copper iodide under low operating temperature in DMF with TMHD as the ligand and Cs2CO3 as the base. This method tolerates a variety of functional groups including sterically hindered phenols and heteroaryl iodides

  已经开发了一种实用且温和的策略，用于在 DMF 中以 TMHD 为配体和 Cs2CO3 为碱，在低操作温度下，使用低催化剂负载量的碘化铜将苯酚与不同取代的芳基卤化物和杂芳基碘化物的 O-芳基化交叉偶联. 该方法可耐受各种官能团，包括空间位阻酚和杂芳基碘化物，以提供良好至极好的产率（高达 95%）的产品。
• 3-Aryloxy-substituted-aminopyridines and methods for their production
  申请人：Warner-Lambert Company

  公开号：US04179563A1

  公开（公告）日：1979-12-18

  3-Aryloxy-substituted-aminopyridines and salts thereof, which are useful as pharmacological agents, especially cognition activators, are disclosed. They can be produced by reacting a chloro-3-aryloxypyridine with a substituted amine, 3-bromo-substituted-aminopyridine with an alkali metal salt of a phenol compound or by deoxygenation of a 3-aryloxy-substituted-aminopyridine N-oxide.

  本文披露了作为药理活性剂特别是认知活化剂有用的3-芳氧基取代氨基吡啶及其盐。它们可通过将氯-3-芳氧基吡啶与取代胺反应、3-溴取代氨基吡啶与酚化合物的碱金属盐反应，或者通过脱氧化3-芳氧基取代氨基吡啶N-氧化物来制备。
• US4179563A
  申请人：——

  公开号：US4179563A

  公开（公告）日：1979-12-18
• Synthesis of Benzofuro[3,2-<i>b</i>]pyridines via Palladium-Catalyzed Dual C–H Activation of 3-Phenoxypyridine 1-Oxides
  作者：Wei Sun、Min Wang、Yicheng Zhang、Lei Wang

  DOI：10.1021/ol5033464

  日期：2015.2.6

  An efficient oxidative cyclization to straightforward synthesis of benzofuro[3,2-b]pyridine 1-oxides with high regioselectivity via Pd-catalyzed intramolecular dual C-H activation was developed. The resulting products could be deoxygenated easily to the corresponding benzofuro[3,2-b]pyridines in excellent yields.