2-phenyl-2,3-dihydro-1H-benzo[e][1,4]oxazepin-5-one | 136326-23-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 2-phenyl-2,3-dihydro-1H-benzo[e][1,4]oxazepin-5-one
• 英文别名: 2-phenyl-2,3-dihydrobenzo[e][1,4]oxazepin-5(1H)-one；2-phenyl-2,3-dihydro-1H-4,1-benzoxazepin-5-one
• CAS: 136326-23-3
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: KNINLTOLFPPWRL-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：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  氧化苯乙烯 、 邻氨基苯甲酸 在 lithium bromide 作用下， 反应 0.08h， 以87%的产率得到2-phenyl-2,3-dihydro-1H-benzo[e][1,4]oxazepin-5-one
  参考文献：
  名称：

  Click Reaction of Epoxides with Anthranilic Acids Using Neat Grinding To Access Benzoxazepines

  摘要：

  An atom-economic, efficient, rapid (5 min), and highly regioselective one-pot click reaction has been developed for the synthesis of benzo[e][1,4]oxazepin-5-ones in excellent yields (78-92%). The method involves epoxide ring-opening-ring-closing cascade with anthranilic acids using neat grinding at room temperature in the presence of lithium bromide as a mild catalyst. In this procedure, pure products are obtained simply by washing the reaction mixture with warm water, thus hazardous solvents, tedious workup processes, and purification steps, such as column chromatography and recrystallization, are avoided.

  DOI：

  10.1055/s-0031-1290988

文献信息

• Facile Synthesis for Benzo-1,4-Oxazepine Derivatives by Tandem Transformation of C-N Coupling/C-H Carbonylation
  作者：Xiaojia Zhao、Jiong Zhang、Zeqin Zheng、Runsheng Xu

  DOI：10.3390/molecules22010053

  日期：——

  A tandem transformation of C-N coupling/C-H carbonylation has been developed for the synthesis of benzo-1,4-oxazepine pharmaceutically derivatives. Notably, this reaction was accomplished by various phenylamine with ally halides under carbon dioxide atmosphere employing 2-(2-dimethylamino-vinyl)-1H-inden-1-olcatalyzed. Furthermore, under the optimized conditions, various benzo-1,4-oxazepine derivatives

  已经开发了CN偶联/ CH羰基化的串联转化，用于合成苯并-1,4-氧杂ze庚因药物衍生物。值得注意的是，该反应是通过在2-（2-二甲基氨基-乙烯基）-1H-茚满-1-醇催化下在二氧化碳气氛下用各种苯胺与烯丙基卤完成的。此外，在优化的条件下，以良好的收率获得了各种苯并-1,4-氧杂氮杂卓衍生物。最后，提出了一种可行的CN偶联/ CH羰基化转化的CuI / CuIII机理。
• 一种铁催化多组分反应合成苯并[1,4]-氧氮 杂卓化合物的方法
  申请人：浙江农林大学暨阳学院

  公开号：CN106810508B

  公开（公告）日：2019-12-10

  本发明一种铁催化多组分反应合成苯并[1,4]‑氧氮杂卓化合物的方法，以取代苯胺、取代卤代烃和二氧化碳为原料，铁催化剂为催化剂，烯胺酮作为配体，以碱金属碳酸盐作为碱，在有机溶剂中反应，制得反应物，反应物经过后处理制得苯并[1,4]‑氧氮杂卓化合物，各种不同取代的苯胺都可以和不同取代的卤代烃为起始物都可以反生得到对应的产物，反应式如下：本发明原料简便易得，合成条件温和；化学选择性高可控；节约成本，对设备要求低；所用溶剂和水互溶，后处理方便；催化体系适应性广，适用于大规模工业化生产。
• Click Reaction of Epoxides with Anthranilic Acids Using Neat Grinding To Access Benzoxazepines
  作者：Lal Yadav、Atul Singh、Ruchi Chawla

  DOI：10.1055/s-0031-1290988

  日期：2012.8

  An atom-economic, efficient, rapid (5 min), and highly regioselective one-pot click reaction has been developed for the synthesis of benzo[e][1,4]oxazepin-5-ones in excellent yields (78-92%). The method involves epoxide ring-opening-ring-closing cascade with anthranilic acids using neat grinding at room temperature in the presence of lithium bromide as a mild catalyst. In this procedure, pure products are obtained simply by washing the reaction mixture with warm water, thus hazardous solvents, tedious workup processes, and purification steps, such as column chromatography and recrystallization, are avoided.