(1-acetyl-2-methyl-4,4-diphenylpyrrolidin-2-yl)acetonitrile | 1573116-90-1

• 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-acetyl-2-methyl-4,4-diphenylpyrrolidin-2-yl)acetonitrile
• 英文别名: 2-(1-Acetyl-2-methyl-4,4-diphenylpyrrolidin-2-yl)acetonitrile；2-(1-acetyl-2-methyl-4,4-diphenylpyrrolidin-2-yl)acetonitrile
• CAS: 1573116-90-1
• 化学式: C₂₁H₂₂N₂O
• 分子量: 318.418
• InChiKey: GZKLLIWHIVWEJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-methyl-2,2-diphenyl-pent-4-enylamine 在 吡啶 、 allyl(cyclopentadiene)palladium(II) 、 三苯基硼烷 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 32.0h， 生成 (1-acetyl-2-methyl-4,4-diphenylpyrrolidin-2-yl)acetonitrile
  参考文献：
  名称：

  Intramolecular Aminocyanation of Alkenes by Cooperative Palladium/Boron Catalysis

  摘要：

  A cooperative palladium/triorganoboron catalyst to accomplish the intramolecular aminocyanation of alkenes through the cleavage of N-CN bonds is reported. 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) is found to be crucial as a ligand for palladium to effectively catalyze the transformation with high chemo- and regioselectivity. A range of substituted indolines and pyrrolidines with both tetra- or trisubstituted carbon and cyano functionalities are readily furnished by the newly developed cyanofunctionalization reaction. A preliminary example of enantioselective aminocyanation is also described.

  DOI：

  10.1021/ja4122632

文献信息

• Intramolecular Aminocyanation of Alkenes by Cooperative Palladium/Boron Catalysis
  作者：Yosuke Miyazaki、Naoki Ohta、Kazuhiko Semba、Yoshiaki Nakao

  DOI：10.1021/ja4122632

  日期：2014.3.12

  A cooperative palladium/triorganoboron catalyst to accomplish the intramolecular aminocyanation of alkenes through the cleavage of N-CN bonds is reported. 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) is found to be crucial as a ligand for palladium to effectively catalyze the transformation with high chemo- and regioselectivity. A range of substituted indolines and pyrrolidines with both tetra- or trisubstituted carbon and cyano functionalities are readily furnished by the newly developed cyanofunctionalization reaction. A preliminary example of enantioselective aminocyanation is also described.