1-(2-phenylbenzo[d]oxazol-7-yl)ethan-1-one | 1152494-05-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-phenylbenzo[d]oxazol-7-yl)ethan-1-one
• 英文别名: 7-acetyl-2-phenylbenzoxazole；1-(2-Phenyl-1,3-benzoxazol-7-yl)ethanone
• CAS: 1152494-05-7
• 化学式: C₁₅H₁₁NO₂
• 分子量: 237.258
• InChiKey: JIEKPCJFOSHULV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(3-乙酰苯基)苯甲酰胺 在 air 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 邻二氯苯 为溶剂， 110.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 以78%的产率得到1-(2-phenylbenzo[d]oxazol-7-yl)ethan-1-one
  参考文献：
  名称：

  Copper-Catalyzed Synthesis of Benzoxazoles via a Regioselective C−H Functionalization/C−O Bond Formation under an Air Atmosphere

  摘要：

  An efficient method for the synthesis of functionalized benzoxazoles is described that involves a copper(II)-catalyzed regioselective C-H functionalization/C-O bond formation protocol. The use of dichlorobenzene as a solvent at 160 degrees C allows the use of air as the tern-final oxidant in the catalytic synthesis of benzoxazoles in a process that has high functional group tolerance. The presence of a directing group at the meta position markedly improves the reaction efficacy and a variety of 7-substituted benzoxazoles are selectively produced under mild reaction conditions. The mechanism of the reaction is also discussed in this report.

  DOI：

  10.1021/jo900513z

文献信息

• Pd/Cu-Catalyzed C–H/C–H Cross Coupling of (Hetero)Arenes with Azoles through Arylsulfonium Intermediates
  作者：Ze-Yu Tian、Zeng-Hui Lin、Cheng-Pan Zhang

  DOI：10.1021/acs.orglett.1c01322

  日期：2021.6.4

  A highly efficient method for the selective formal C–H/C–H cross-coupling of azoles and (hetero)arenes was established through arylsulfonium intermediates under transition-metal catalysis, which produced a variety of 2-(hetero)aryl azoles in good to excellent yields. Advantages of the reaction included mildness, a good functional group tolerance, a wide range of substrates, a high regio- and chemoselectivity

  在过渡金属催化下，通过芳基锍中间体建立了一种用于唑类和（杂）芳烃的选择性形式 C-H/C-H 交叉偶联的高效方法，该方法可以很好地生产各种 2-（杂）芳基唑类化合物。以优异的产量。该反应的优点包括温和、官能团耐受性好、底物范围广、区域选择性和化学选择性高、一锅法以及不使用氧化剂的复杂分子的后期功能化，提供了一种有前景的策略用于过渡金属催化的唑类的 C-H 芳基化。
• AZETIDINYL DIAMIDES AS MONOACYLGLYCEROL LIPASE INHIBITORS
  申请人：Janssen Pharmaceutica N.V.

  公开号：EP2421823B1

  公开（公告）日：2015-01-14
• Copper-Catalyzed Synthesis of Benzoxazoles via a Regioselective C−H Functionalization/C−O Bond Formation under an Air Atmosphere
  作者：Satoshi Ueda、Hideko Nagasawa

  DOI：10.1021/jo900513z

  日期：2009.6.5

  An efficient method for the synthesis of functionalized benzoxazoles is described that involves a copper(II)-catalyzed regioselective C-H functionalization/C-O bond formation protocol. The use of dichlorobenzene as a solvent at 160 degrees C allows the use of air as the tern-final oxidant in the catalytic synthesis of benzoxazoles in a process that has high functional group tolerance. The presence of a directing group at the meta position markedly improves the reaction efficacy and a variety of 7-substituted benzoxazoles are selectively produced under mild reaction conditions. The mechanism of the reaction is also discussed in this report.