4-cyclooctylbutan-2-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-cyclooctylbutan-2-one
• 英文别名: 4-Cyclooctylbutan-2-one
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: VTFWBFODANHRTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  环辛烷 、 丁烯酮 在 10-(3,5-dimethoxyphenyl)-9-mesityl-1,3,6,8-tetramethoxyacridin-10-ium tetrafluoroborate 作用下， 以 aq. phosphate buffer 、 2,2,2-三氟乙醇 、 1,2-二氯乙烷 为溶剂， 反应 20.0h， 以74%的产率得到4-cyclooctylbutan-2-one
  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

• Cancer Treatment Using Specific 3,6,9-Substituted Acridines
  申请人：Martins Christina

  公开号：US20080319001A1

  公开（公告）日：2008-12-25

  The present invention relates to a 3,6,9 acridine compound and optionally substituted derivatives thereof that may be useful in the treatment of cancer. The invention also provides compositions comprising the compounds and uses thereof. Formula (I) wherein each of R 1 , R 2 , R 3 , R 4 and R 5 is either fluorine or is not present (i.e. represents a hydrogen atom); n represents 1 or 2.
• A General Strategy for Aliphatic C–H Functionalization Enabled by Organic Photoredox Catalysis
  作者：Kaila A. Margrey、William L. Czaplyski、David A. Nicewicz、Erik J. Alexanian

  DOI：10.1021/jacs.8b00592

  日期：2018.3.28

  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.