(S)-3-cyano-N-(1-phenylethyl)benzamide

• 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: (S)-3-cyano-N-(1-phenylethyl)benzamide
• 英文别名: 3-cyano-N-[(1S)-1-phenylethyl]benzamide
• 化学式: C₁₆H₁₄N₂O
• 分子量: 250.3
• InChiKey: NKKMQZHFHHWLAX-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 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：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-氰基苯酚 在 1,2-bis(dicyclohexylphosphonium)ethane bis(tetrafluoroborate) 、 palladium diacetate 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 20.0~80.0 ℃ 、515.03 kPa 条件下， 反应 18.0h， 生成 (S)-3-cyano-N-(1-phenylethyl)benzamide
  参考文献：
  名称：

  Aminocarbonylation of Aryl Tosylates to Carboxamides

  摘要：

  The palladium - catalyzed aminocarbonylation of aryl tosylates with amines is reported. Suitable conditions were identified by high throughput reaction screening and then further optimized. The substrate scope of the reaction with respect to the aryl tosylate component and the amine component are reported. Competitive aminolysis of the aryl tosylates to afford the amine toluenesulfonamides and the phenol was not observed.

  DOI：

  10.1021/acs.orglett.5b01283

文献信息

• Aminocarbonylation of Aryl Tosylates to Carboxamides
  作者：Seungwon Chung、Neal Sach、Chulho Choi、Xiaojing Yang、Susan E. Drozda、Robert A. Singer、Stephen W. Wright

  DOI：10.1021/acs.orglett.5b01283

  日期：2015.6.5

  The palladium - catalyzed aminocarbonylation of aryl tosylates with amines is reported. Suitable conditions were identified by high throughput reaction screening and then further optimized. The substrate scope of the reaction with respect to the aryl tosylate component and the amine component are reported. Competitive aminolysis of the aryl tosylates to afford the amine toluenesulfonamides and the phenol was not observed.