N-(2,4,4-trimethylpentan-2-yl)benzo[d]oxazol-2-amine | 1427468-81-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: N-(2,4,4-trimethylpentan-2-yl)benzo[d]oxazol-2-amine
• 英文别名: 2-(1,1,3,3-tetramethylbutylamino)benzoxazole；N-(2,4,4-trimethylpentan-2-yl)-1,3-benzoxazol-2-amine
• CAS: 1427468-81-2
• 化学式: C₁₅H₂₂N₂O
• 分子量: 246.352
• InChiKey: BTISEBCJABSEDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,1,3,3-四甲基丁基异腈 、 2-氨基苯酚 在 cobalt(II) acetate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以85%的产率得到N-(2,4,4-trimethylpentan-2-yl)benzo[d]oxazol-2-amine
  参考文献：
  名称：

  Cobalt-Catalyzed Aerobic Oxidative Cyclization of 2-Aminophenols with Isonitriles: 2-Aminophenol Enabled O₂ Activation by Cobalt(II)

  摘要：

  An aerobic cobalt-catalyzed oxidative cyclization of 2-aminophenols and isonitriles is reported. These additive-free conditions furnish a variety of substituted 2-aminobenzoxazoles in moderate to excellent yields. A series of control experiments and spectroscopic studies point to the importance of 2-aminophenol coordination in enabling the aerobic oxidation of cobalt(II).

  DOI：

  10.1021/acs.orglett.9b01384

文献信息

• Synthesis of 2-Aminobenzoxazoles and 3-Aminobenzoxazines via Palladium-Catalyzed Aerobic Oxidation of <i>o</i>-Aminophenols with Isocyanides
  作者：Bifu Liu、Meizhou Yin、Hanling Gao、Wanqing Wu、Huanfeng Jiang

  DOI：10.1021/jo400002f

  日期：2013.4.5

  A Pd-catalyzed aerobic oxidation of o-aminophenols and isocyanides for the synthesis of 2-aminobenzoxazoles and 3-aminobenzoxazines has been achieved in an air atmosphere. The procedure constructs 2-aminobenzoxazoles and 3-aminobenzoxazines with moderate to excellent yields and a broad substrate scope. Apart from experimental simplicity, this methodology has the advantages of mild reaction conditions and easily accessible starting materials. Furthermore, the utility of this method has also been successfully applied to the synthesis of other types of useful nitrogen heterocycles.
• Cobalt-Catalyzed Aerobic Oxidative Cyclization of 2-Aminophenols with Isonitriles: 2-Aminophenol Enabled O₂ Activation by Cobalt(II)
  作者：Jiaqi Liu、Jessica M. Hoover

  DOI：10.1021/acs.orglett.9b01384

  日期：2019.6.21

  An aerobic cobalt-catalyzed oxidative cyclization of 2-aminophenols and isonitriles is reported. These additive-free conditions furnish a variety of substituted 2-aminobenzoxazoles in moderate to excellent yields. A series of control experiments and spectroscopic studies point to the importance of 2-aminophenol coordination in enabling the aerobic oxidation of cobalt(II).