N-cyclopropyl-4-oxo-4-(4-phenylphenyl)butanamide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-cyclopropyl-4-oxo-4-(4-phenylphenyl)butanamide
• 化学式: C₁₉H₁₉NO₂
• 分子量: 293.4
• InChiKey: WLHGNXYUHZPLOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  正丁醇 、 N-cyclopropyl-4-oxo-4-(4-phenylphenyl)butanamide 在 (4-cyanopyridine)bis(dimethylglyoximato)cobalt(III) chloride 、 Ir[dF(CF₃)ppy]₂(5,5'-dCF₃bpy)PF₆ 作用下， 以 二氯甲烷 为溶剂， 以73 %的产率得到4-([1,1'-biphenyl]-4-yl)-N-(1-butoxyallyl)-4-oxobutanamide
  参考文献：
  名称：

  Cooperative Photoredox and Cobalt‐catalyzed Acceptorless Dehydrogenative Functionalization of Cyclopropylamides towards Allylic N,O‐Acyl‐acetal Derivatives

  摘要：

  We disclose herein a novel photoredox and cobalt co‐catalyzed ring‐opening/acceptorless dehydrogenative functionalization of mono‐donor cyclopropanes, which providing a sustainable and atom‐economic approach to rapidly assemble a wide range of allylic N,O‐acyl‐acetal derivatives. The optimized conditions accommodate assorted cycloalkylamides and primary, secondary and tertiary alcohols, with applications in late‐stage functionalization of pharmaceutically relevant compounds, stimulating the further utility in medicinal chemistry. Moreover, selective nucleophilic substitutions with various carbon nucleophiles were succeed in a one‐pot fashion, offering a reliable avenue to access some cyclic and acyclic derivatives.

  DOI：

  10.1002/anie.202401579
• 作为产物：
  描述：

  环丙胺 、 芬布芬 在 N,N'-羰基二咪唑 作用下， 以 二氯甲烷 为溶剂， 以95 %的产率得到N-cyclopropyl-4-oxo-4-(4-phenylphenyl)butanamide
  参考文献：
  名称：

  Cooperative Photoredox and Cobalt‐catalyzed Acceptorless Dehydrogenative Functionalization of Cyclopropylamides towards Allylic N,O‐Acyl‐acetal Derivatives

  摘要：

  We disclose herein a novel photoredox and cobalt co‐catalyzed ring‐opening/acceptorless dehydrogenative functionalization of mono‐donor cyclopropanes, which providing a sustainable and atom‐economic approach to rapidly assemble a wide range of allylic N,O‐acyl‐acetal derivatives. The optimized conditions accommodate assorted cycloalkylamides and primary, secondary and tertiary alcohols, with applications in late‐stage functionalization of pharmaceutically relevant compounds, stimulating the further utility in medicinal chemistry. Moreover, selective nucleophilic substitutions with various carbon nucleophiles were succeed in a one‐pot fashion, offering a reliable avenue to access some cyclic and acyclic derivatives.

  DOI：

  10.1002/anie.202401579

文献信息

• Single‐Atom Iron Catalyst as an Advanced Redox Mediator for Anodic Oxidation of Organic Electrosynthesis
  作者：Xin‐Yu Wang、Yong‐Zhou Pan、Jiarui Yang、Wen‐Hao Li、Tao Gan、Ying‐Ming Pan、Hai‐Tao Tang、Dingsheng Wang

  DOI：10.1002/anie.202404295

  日期：2024.7

  We synthesized a single-atom iron catalyst (Fe-SA@NC), which exhibits good conversion efficiency in organic electro oxidation as an advanced redox mediator. This study provides valuable insights into the design of catalytic systems for organic tandem reactions from an inorganic chemistry aspect.

  我们合成了一种单原子铁催化剂（Fe-SA@NC），作为先进的氧化还原介体，它在有机电氧化中表现出良好的转化效率。这项研究为从无机化学方面设计有机串联反应的催化系统提供了宝贵的见解。