| 1542276-02-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1542276-02-7
• 化学式: C₁₂H₁₃FN₂O
• 分子量: 220.246
• InChiKey: NKQXKCOSIZKPLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.43
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  41.13
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  水合茚三酮 、 以 乙醇 为溶剂， 反应 1.0h， 以93%的产率得到(5aR,10aR)-11-(2-fluorobenzoyl)-5a,10a-dihydroxy-3,4,5a,10a-tetrahydro-1H-indeno[2',1':4,5]pyrrolo[1,2-a]pyrimidin-10(2H)-one
  参考文献：
  名称：

  聚合高功能性茚满酮稠合多环吡咯啉的环保方法

  摘要：

  描述了使用杂环烯酮缩醛和茚三酮轻松合成高度功能化的茚满酮稠合多环吡咯啉。通过添加醇或胺作为相应的起始原料，也可以直接获得衍生物的烷氧基或胺取代的类似物。反应条件是环境友好的，并且对多种杂环烯酮缩醛具有良好的耐受性。一个包含三个具有潜在生物活性的分子多样性的茚满酮稠合的吡咯啉系列的文库被证明可以快速构建，收率良好。

  DOI：

  10.1016/j.tet.2016.07.006

文献信息

• Enantioselective Epoxypyrrolidines via a Tandem Cycloaddition/Autoxidation in Air and Mechanistic Studies
  作者：Kaixiu Luo、Yongqiang Zhao、Jiawei Zhang、Jia He、Rong Huang、Shengjiao Yan、Jun Lin、Yi Jin

  DOI：10.1021/acs.orglett.8b03605

  日期：2019.1.18

  A tandem cycloaddition/autoxidation reaction between heterocyclic ketene aminals and diazoester in air is described for the enantioselective preparation of epoxypyrrolidines. Notably, the results of mechanistic studies suggest that epoxide was oxidized from an sp3 C–C single bond, which is of mechanistic and practical interest as this protocol may be suitable for constructing other bioactive heterocyclic

  描述了在空气中杂环烯酮缩醛和重氮酸酯之间的串联环加成/自氧化反应，用于对映体制备环氧吡咯烷。值得注意的是，机理研究的结果表明，环氧化物被sp 3 C–C单键氧化，这具有机理和实际意义，因为该方案可能适用于构建其他具有生物活性的环氧化物。
• Three-component domino reaction synthesis of highly functionalized bicyclic pyrrole derivatives
  作者：Xue-Bing Chen、Xiao-Ying Wang、Dan-Dan Zhu、Sheng-Jiao Yan、Jun Lin

  DOI：10.1016/j.tet.2013.12.062

  日期：2014.2

  synthesis of highly functionalized bicyclic pyrrole derivatives by a three-component domino reaction of heterocyclic ketene aminals (HKAs), arylglyoxal monohydrate, and indoles in ethanol medium catalyzed by acetic acid is described. In this procedure, three sigma bonds were formed simultaneously. The present synthesis features excellent regio-selectivity, easy purification as well as simple starting materials

  描述了通过乙酸乙烯催化的乙烯酮缩醛（HKA），芳基乙二醛一水合物和吲哚的三组分多米诺反应，有效地一锅合成高官能化的双环吡咯衍生物。在此过程中，同时形成了三个sigma键。本合成法具有优异的区域选择性，易于纯化以及简单的起始原料的特征。
• Three-component solvent-free synthesis of fluorine substituted bicyclic pyridines
  作者：Dan-Dan Zhu、Xue-Bing Chen、Rong Huang、Sheng-Jiao Yan、Jun Lin

  DOI：10.1016/j.tet.2015.03.006

  日期：2015.4

  A concise and efficient one-pot three-component synthesis of structurally diverse fluorine substituted bicyclic pyridines was constructed by simply refluxing a mixture of different types of heterocyclic ketene aminals, triethoxymethane, and fluorine-containing methylene compounds under solvent-free and catalyst-free conditions. These bicyclic pyridines are promising candidates for drug discovery; consequently, a library of fluorine substituted bicyclic pyridines was rapidly constructed in 79%-93% yields. (C) 2015 Elsevier Ltd. All rights reserved.