2-(3-fluoro-5,7-dimethyladamantan-1-yl)isoindoline-1,3-dione | 1426126-30-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(3-fluoro-5,7-dimethyladamantan-1-yl)isoindoline-1,3-dione
• 英文别名: 2-(3-fluoro-5,7-dimethyl-1-adamantyl)isoindole-1,3-dione
• CAS: 1426126-30-8
• 化学式: C₂₀H₂₂FNO₂
• 分子量: 327.399
• InChiKey: LXCCMPGYCTVGJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(3,5-二甲基金刚烷-1-基)异吲哚-1,3-二酮 在 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate 、 N-氟代双苯磺酰胺 作用下， 以 aq. phosphate buffer 、 1,2-二氯乙烷 为溶剂， 反应 4.0h， 以86%的产率得到2-(3-fluoro-5,7-dimethyladamantan-1-yl)isoindoline-1,3-dione
  参考文献：
  名称：

  A General Strategy for Aliphatic C–H Functionalization Enabled by Organic Photoredox Catalysis

  摘要：

  Synthetic transformations that functionalize unactivated aliphatic C-H bonds in an intermolecular fashion offer unique strategies for the synthesis and late stage derivatization of complex molecules. Herein we report a general approach to the intermolecular functionalization of aliphatic C-H bonds using an acridinium photoredox catalyst and phosphate salt under blue LED irradiation. This strategy encompasses a range of valuable C-H transformations, including the direct conversions of a C-H bond to C-N, C-F, C-Br, C-Cl, C-S, and C-C bonds, in all cases using the alkane substrate as the limiting reagent. Detailed mechanistic studies are consistent with the intermediacy of a putative oxygen-centered radical as the hydrogen atom-abstracting species in these processes.

  DOI：

  10.1021/jacs.8b00592

文献信息

• [EN] ISOTOPIC FLUORINATION AND APPLICATIONS THEREOF<br/>[FR] FLUORATION ISOTOPIQUE ET SES APPLICATIONS
  申请人：UNIV PRINCETON

  公开号：WO2017106340A1

  公开（公告）日：2017-06-22

  Methods of C-H bond fluorination using non-heme manganese catalyst are described herein. For example, a method comprises providing a reaction mixture including a non-heme manganese catalyst, a substrate comprising an sp3 C-H bond and a fluorinating agent and converting the sp3 C-H bond to a C-F bond in the presence of the non-heme manganese catalyst or a derivative thereof.