9-fluoro-6,7-dihydro-5H-dibenzo[c,e]azepin-5-one | 40594-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 9-fluoro-6,7-dihydro-5H-dibenzo[c,e]azepin-5-one
• 英文别名: 9-Fluor-6,7-dihydro-5H-dibenzoazepin-5-on；9-fluoro-6,7-dihydro-5H-dibenz[c,e]azepin-5-one；3-Fluoro-5,6-dihydrobenzo[d][2]benzazepin-7-one；3-fluoro-5,6-dihydrobenzo[d][2]benzazepin-7-one
• CAS: 40594-46-5
• 化学式: C₁₄H₁₀FNO
• 分子量: 227.238
• InChiKey: IRTBYZXXWYMLRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 9-fluoro-6,7-dihydro-5H-dibenzo[c,e]azepin-5-one
  参考文献：
  名称：

  A Concise Synthesis of 6,7-Dihydro-5H-dibenz[c,e]azepin-5-one

  摘要：

  A concise and efficient strategy for the synthesis of dibenz[c,e]azepin-5-ones has been developed. The approach relies on a key transformation involving Suzuki-Miyaura coupling of 2-bromobenzyl azides with 2-(methoxycarbonyl)phenylboronic acid, followed by either a stepwise sequence involving Staudinger reaction and lactam formation or one-pot hydrogenation/base-mediated intramolecular lactam formation.

  DOI：

  10.3987/com-09-s(s)65

文献信息

• One-Pot C–H Arylation/Lactamization Cascade Reaction of Free Benzylamines
  作者：Pratibha Chand-Thakuri、Vinod G. Landge、Mohit Kapoor、Michael C. Young

  DOI：10.1021/acs.joc.0c00542

  日期：2020.5.15

  ortho-arylation of benzylamines followed by in situ lactamization. This cascade sequence is enabled by the use of 2-iodobenzoates, which facilitates C-H arylation from the free amine under conditions that typically require an improved directing group approach. This reaction is characterized by a broad substrate scope with good functional group tolerance. The need for an ester versus carboxylic acid-functionalized

  已经开发出一种有效的方法，用于合成七元联芳基内酰胺，涉及钯催化的，天然胺导向的苄胺的正芳基化，然后进行原位内酰胺化。通过使用2-碘代苯甲酸酯使该级联序列成为可能，其在通常需要改进的导向基团方法的条件下促进游离胺的CH芳基化。该反应的特征在于底物范围广，具有良好的官能团耐受性。还探索了对酯对羧酸官能化的偶合剂的需求，以及合成八元联芳基内酰胺的潜力。还研究了各种应用，包括使用氮杂-油菜素内酯核心。
• A Concise Synthesis of 6,7-Dihydro-5H-dibenz[c,e]azepin-5-one
  作者：Jung-Nyoung Heo、Young-Hyoung Goh、Guncheol Kim、Bum Tae Kim

  DOI：10.3987/com-09-s(s)65

  日期：——

  A concise and efficient strategy for the synthesis of dibenz[c,e]azepin-5-ones has been developed. The approach relies on a key transformation involving Suzuki-Miyaura coupling of 2-bromobenzyl azides with 2-(methoxycarbonyl)phenylboronic acid, followed by either a stepwise sequence involving Staudinger reaction and lactam formation or one-pot hydrogenation/base-mediated intramolecular lactam formation.