diphenyl benzo[h]quinolin-10-ylphosphoramidate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: diphenyl benzo[h]quinolin-10-ylphosphoramidate
• 英文别名: N-[oxido(diphenoxy)phosphaniumyl]benzo[h]quinolin-10-amine
• 化学式: C₂₅H₁₉N₂O₃P
• 分子量: 426.411
• InChiKey: YZNATMGYYMCVOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  氯磷酸二苯酯 在 sodium azide 、 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 双三氟甲烷磺酰亚胺银盐 作用下， 以 1,2-二氯乙烷 、 丙酮 为溶剂， 25.0~80.0 ℃ 、101.33 kPa 条件下， 反应 34.0h， 生成 diphenyl benzo[h]quinolin-10-ylphosphoramidate
  参考文献：
  名称：

  Synthesis of Phosphoramidates: A Facile Approach Based on the C–N Bond Formation via Ir-Catalyzed Direct C–H Amidation

  摘要：

  A new synthetic route to phosphoramidates by intermolecular C-H amidation is presented. Substrates with assorted directing groups were activated by an iridium-based catalyst system and reacted with a number of phosphoryl azides, executing efficient phosphoramidate synthesis via C-N bond formations.

  DOI：

  10.1021/ol502722j

文献信息

• Iridium-Catalyzed Phosphoramidation of Arene C–H Bonds with Phosphoryl Azide
  作者：Changduo Pan、Ning Jin、Honglin Zhang、Jie Han、Chengjian Zhu

  DOI：10.1021/jo5018052

  日期：2014.10.3

  An iridium-catalyzed phosphoramidation of arene CH bonds with phosphoryl azide as the amino source is described. The direct CH phosphoramidation of arenes bearing pyridinyl, pyrazoyl, and quinolinyl as the directing group has good functional group tolerance and occurs smoothly under mild conditions, providing N-aryl phosphoramidates in good yields.
• Synthesis of Phosphoramidates: A Facile Approach Based on the C–N Bond Formation via Ir-Catalyzed Direct C–H Amidation
  作者：Hyunwoo Kim、Juhyeon Park、Jeung Gon Kim、Sukbok Chang

  DOI：10.1021/ol502722j

  日期：2014.10.17

  A new synthetic route to phosphoramidates by intermolecular C-H amidation is presented. Substrates with assorted directing groups were activated by an iridium-based catalyst system and reacted with a number of phosphoryl azides, executing efficient phosphoramidate synthesis via C-N bond formations.