1-(4-nitrobenzyl)pyrrolidine-2-carbonitrile | 1346425-00-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-nitrobenzyl)pyrrolidine-2-carbonitrile
• 英文别名: 1-[(4-Nitrophenyl)methyl]pyrrolidine-2-carbonitrile
• CAS: 1346425-00-0
• 化学式: C₁₂H₁₃N₃O₂
• 分子量: 231.254
• InChiKey: RRYLKBZVXNIHGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三甲基氰硅烷 、 对硝基苯甲醛 、 L-脯氨酸 以 正丁醇 为溶剂， 反应 0.5h， 以80%的产率得到1-(4-nitrobenzyl)pyrrolidine-2-carbonitrile
  参考文献：
  名称：

  The Decarboxylative Strecker Reaction

  摘要：

  alpha-Amino acids react with aldehydes in the presence of a cyanide source to form alpha-amino nitriles in what can be considered a decarboxylative variant of the classical Strecker reaction. This unprecedented transformation does not require the use of a metal catalyst and provides facile access to valuable alpha-amino nitrites that are inaccessible by traditional Strecker chemistry.

  DOI：

  10.1021/ol202957d

文献信息

• Redox-Neutral α-Cyanation of Amines
  作者：Longle Ma、Weijie Chen、Daniel Seidel

  DOI：10.1021/ja308009g

  日期：2012.9.19

  alpha-Aminonitriles inaccessible by traditional Strecker chemistry are obtained in redox-neutral fashion by direct amine alpha-cyanation/N-alkylation or alternatively, alpha-aminonitrile isomerization. These unprecedented transformations are catalyzed by simple carboxylic acids.
• The Decarboxylative Strecker Reaction
  作者：Deepankar Das、Matthew T. Richers、Longle Ma、Daniel Seidel

  DOI：10.1021/ol202957d

  日期：2011.12.16

  alpha-Amino acids react with aldehydes in the presence of a cyanide source to form alpha-amino nitriles in what can be considered a decarboxylative variant of the classical Strecker reaction. This unprecedented transformation does not require the use of a metal catalyst and provides facile access to valuable alpha-amino nitrites that are inaccessible by traditional Strecker chemistry.