3-苄基-1-甲基吡咯烷-2,5-二酮 | 105909-88-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-苄基-1-甲基吡咯烷-2,5-二酮
• 英文名称: 3-benzyl-1-methylpyrrolidine-2,5-dione
• 英文别名: 3-benzyl-1-methyl-pyrrolidine-2,5-dione；3-Benzyl-1-methyl-pyrrolidin-2,5-dion
• CAS: 105909-88-4
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: TXIGOPRORHLHRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Dithiocarbonic acid S-((3S,4R)-4-benzyl-1-methyl-2,5-dioxo-pyrrolidin-3-yl) ester O-methyl ester 在 过氧化双月桂酰 作用下， 以 异丙醇 为溶剂， 以92%的产率得到3-苄基-1-甲基吡咯烷-2,5-二酮
  参考文献：
  名称：

  黄原酸酯中硫键还原性裂解的实用方法

  摘要：

  黄原酸酯可通过在等摩尔量的过氧化二月桂酰过氧化物存在下，在2-丙醇中加热，通过硫键的裂解来还原为相应的烷烃。

  DOI：

  10.1016/0040-4039(96)01253-1

文献信息

• Metal-free desilylative C–C bond formation by visible-light photoredox catalysis
  作者：Mustafa Uygur、Tobias Danelzik、Olga García Mancheño

  DOI：10.1039/c8cc10239b

  日期：——

  A novel metal-free desilylative C–C bond formation from simple organosilanes by visible-light acridinium photoredox catalysis is presented.

  通过可见光吖啶光还原催化，实现了从简单有机硅烷中无金属参与的脱硅碳-碳键形成。
• Modularity in the C_sp3 Space─Alkyl Germanes as Orthogonal Molecular Handles for Chemoselective Diversification
  作者：Aymane Selmani、Markus D. Schoetz、Adele E. Queen、Franziska Schoenebeck

  DOI：10.1021/acscatal.2c00852

  日期：2022.5.6

  To meet the need for a rapid, streamlined, and potentially automatable molecule synthesis, modular coupling approaches are highly desired. While the diversification of aromatic molecules, i.e., Csp2 space, has greatly advanced, modular syntheses in the Csp3 space are comparably much less developed. This report explores the potential of alternative functional handles, i.e., alkyl germanes, in this context

  为了满足对快速、流线型和潜在自动化分子合成的需求，非常需要模块化耦合方法。虽然芳族分子的多样化，即​​C sp2空间，已经取得了很大进展，但C sp3空间中的模块合成相对而言发展得少得多。本报告探讨了替代功能手柄的潜力，即烷基锗烷，在这种情况下，它结合了稳定性和可合成性的特征与选择性反应性。我们展示了烷基锗烷 (R-GeEt 3 ) 在光氧化还原条件下（Giese 加成）的化学选择性功能化以及在模块化构建块中的实现，这允许 C 的选择性多样化sp3 -halogen vs C sp3 -Bpin vs C sp3 -GeEt 3个位点。
• Decatungstate Photocatalyzed Benzylation of Alkenes with Alkylaromatics
  作者：Hisham Qrareya、Davide Ravelli、Maurizio Fagnoni、Angelo Albini

  DOI：10.1002/adsc.201300598

  日期：2013.10.11

  AbstractThe direct benzylation of electrophilic alkenes with alkylbenzenes has been achieved by decatungstate photocatalysis in a high ionic strength medium (5:1 acetonitrile/water mixed solvents, 0.5 M lithium perchlorate). The reaction has been extended to ring‐substituted (Cl, F, CN) toluenes and further alkylbenzenes. Intramolecular selectivity (p‐cymene, 4‐methylanisole) and deuteration effects support the atom transfer character of the process that, however, requires a sufficient stabilization of the intermediate polar exciplex to occur. The reactivity of the decatungstate anion is compared with that of aromatic ketones, the benchmark of photochemical hydrogen/electron transfer processes.magnified image
• Decatungstate As Photoredox Catalyst: Benzylation of Electron-Poor Olefins
  作者：Sara Montanaro、Davide Ravelli、Daniele Merli、Maurizio Fagnoni、Angelo Albini

  DOI：10.1021/ol301900p

  日期：2012.8.17

  Excited tetrabutylammonium decatungstate (TBADT), known to activate a variety of compounds via hydrogen atom transfer (HAT), has now been applied as a photoredox catalyst for the effective oxidative cleavage of benzyl silanes and radical benzylation of reducible olefins occurring in isolated yields from poor to excellent.
• Leaf Conductance of Primary and Mature Leaves of<i>Pinus roxburghii</i>: A Comparison
  作者：Donald B. Zobel、Satish C. Garkoti、Surendra P. Singh

  DOI：10.1007/bf02762715

  日期：2001.2