1-[(4-甲氧基苯氧基)甲基]萘 | 1037294-96-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-[(4-甲氧基苯氧基)甲基]萘
• 英文名称: 1-[(4-methoxyphenoxy)methyl]naphthalene
• 英文别名: 1-((4-Methoxyphenoxy)methyl)naphthalene
• CAS: 1037294-96-4
• 化学式: C₁₈H₁₆O₂
• 分子量: 264.324
• InChiKey: LBCUADAZARABIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-甲氧基苯基氧化钠 、 1-碘-8-甲基萘 在 palladium diacetate 双二苯基膦甲烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以57%的产率得到1-[(4-甲氧基苯氧基)甲基]萘
  参考文献：
  名称：

  Benzylic C–H activation and C–O bond formation via aryl to benzylic 1,4-palladium migrations

  摘要：

  A procedure for benzylic C-H activation has been developed using a palladium 1,4-aryl to benzylic migration as a key step. Carboxylates and phenoxides readily trap the resulting benzylic palladium intermediates obtained from palladium 'through space' migration. Aryl bromides and iodides have been successfully employed in this reaction, furnishing moderate to good yields. The mechanism of this reaction has been studied by deuterium-labeling experiments, which suggest that the migration of palladium from an aryl to a benzylic position occurs reversibly. The reaction conditions developed for the migration process also oxidize the neighboring benzylic alcohols to the corresponding aldehydes and ketones. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.144

文献信息

• Benzylic C–H activation and C–O bond formation via aryl to benzylic 1,4-palladium migrations
  作者：Tanay Kesharwani、Richard C. Larock

  DOI：10.1016/j.tet.2008.01.144

  日期：2008.6

  A procedure for benzylic C-H activation has been developed using a palladium 1,4-aryl to benzylic migration as a key step. Carboxylates and phenoxides readily trap the resulting benzylic palladium intermediates obtained from palladium 'through space' migration. Aryl bromides and iodides have been successfully employed in this reaction, furnishing moderate to good yields. The mechanism of this reaction has been studied by deuterium-labeling experiments, which suggest that the migration of palladium from an aryl to a benzylic position occurs reversibly. The reaction conditions developed for the migration process also oxidize the neighboring benzylic alcohols to the corresponding aldehydes and ketones. (C) 2008 Elsevier Ltd. All rights reserved.