2-methyl-3-oxo-2,3-diphenyl-propionitrile

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-methyl-3-oxo-2,3-diphenyl-propionitrile
• 英文别名: 2-methyl-3-oxo-2,3-diphenylpropanenitrile
• 化学式: C₁₆H₁₃NO
• 分子量: 235.285
• InChiKey: DESKLFYLGFAQIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-苯甲酰-1H-苯并三唑 、 α-甲基苯腈 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.0h， 以79%的产率得到2-methyl-3-oxo-2,3-diphenyl-propionitrile
  参考文献：
  名称：

  Expedient Acylations of Primary and Secondary Alkyl Cyanides to α-Substituted β-Ketonitriles

  摘要：

  Primary and secondary cyanides are efficiently acylated with N-acylbenzotriazoles 3a-f (derived from a variety of acids) to afford the corresponding alpha-substituted beta-ketonitriles 5a-r in 67-96% yields.

  DOI：

  10.1021/jo026796x

文献信息

• Facile One‐Pot Synthesis of 2‐Aryl‐substituted Nitriles and 2‐Aryl‐3‐keto Nitriles via Benzyne Reaction
  作者：Sukanta Kamila、Benjamin Koh、Edward R. Biehl

  DOI：10.1080/00397910600943402

  日期：2006.11.1

  Abstract 2‐Aryl‐substituted nitriles were prepared in good to excellent yields in a one‐pot reaction by the reaction of benzyne, generated using neutral conditions from (phenyl)[o‐(trimethylsilyl)‐phenyl]iodonium triflate, and 2‐lithionitriles. 3‐Keto nitriles substituted at the 2‐position were obtained in good yields when these reactions were trapped with acid chlorides. The mechanism of the benzyne

  摘要 2-芳基取代的腈通过苯乙炔反应在单锅反应中以良好到优异的产率制备，苯在中性条件下由三氟甲磺酸（苯基）[邻-（三甲基甲硅烷基）-苯基]碘鎓三氟甲磺酸酯和2-锂腈生成. 当这些反应被酰氯捕获时，在 2 位取代的 3-酮腈以良好的产率获得。从 N-锂硫代苯并环丁胺中间体的角度讨论了苄反应的机理。
• A micro-organism possessing enantioselective and regioselective nitrile hydratase/amidase activities
  申请人：ISTITUTO BIOCHIMICO ITALIANO GIOVANNI LORENZINI S.p.A.

  公开号：EP1291435A2

  公开（公告）日：2003-03-12

  The present invention is concerned with new micro organisms, preferably mutagenised, belonging to the genus Agrobacterium radiobacter able to convert nitriles and/or amides into their respective acids, in addition to conversion processes utilising said microorganisms.

  本发明涉及能将腈类和/或酰胺类转化为相应酸类的农杆菌属新微生物（最好是诱变的），以及利用上述微生物的转化工艺。
• Micro-organism possessing enantioselective and regioselective nitrile hydratase/amidase activities
  申请人：——

  公开号：US20030049807A1

  公开（公告）日：2003-03-13

  The present invention is concerned with new micro organisms, preferably mutagenised, belonging to the genus Agrobacterium radiobacter able to convert nitriles and/or amides into their respective acids, in addition to conversion processes utilising said micro-organisms.

  本发明涉及新的微生物，最好是经过诱变的微生物，这些微生物属于 农杆菌属 能将腈和/或酰胺转化为相应的酸，以及利用上述微生物的转化过程。