2-(Benzo[f][1,3]benzoxazol-2-ylamino)ethanol | 1356342-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(Benzo[f][1,3]benzoxazol-2-ylamino)ethanol
• 英文别名: 2-(benzo[f][1,3]benzoxazol-2-ylamino)ethanol
• CAS: 1356342-27-2
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: JKHHKRCDYMOFKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  58.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  naphtho[2,3-d]oxazole 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 6.16h， 生成 2-(Benzo[f][1,3]benzoxazol-2-ylamino)ethanol
  参考文献：
  名称：

  A method for the synthesis of 2-aminobenzoxazoles

  摘要：

  A synthesis of 2-aminobenzoxazoles from the parent C-H compound is described. The procedure involves deprotonation at the 2-position of the benzoxazole and quenching the intermediate organolithium species with a halogen electrophile. The 2-halobenzoxazole is then treated in the same pot with an amine nucleophile to afford the desired product. The substrate scope and selectivity of the reaction are presented. The method is operationally simple and provides access to a variety of amine products bearing additional nucleophilic heteroatoms. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.001

文献信息

• A method for the synthesis of 2-aminobenzoxazoles
  作者：Benjamin D. Sherry、Yeo-Chuin Justin Chen、Ian K. Mangion、Jingjun Yin

  DOI：10.1016/j.tetlet.2011.12.001

  日期：2012.2

  A synthesis of 2-aminobenzoxazoles from the parent C-H compound is described. The procedure involves deprotonation at the 2-position of the benzoxazole and quenching the intermediate organolithium species with a halogen electrophile. The 2-halobenzoxazole is then treated in the same pot with an amine nucleophile to afford the desired product. The substrate scope and selectivity of the reaction are presented. The method is operationally simple and provides access to a variety of amine products bearing additional nucleophilic heteroatoms. (C) 2011 Elsevier Ltd. All rights reserved.