N-(3-phenylcyclohex-2-enyl)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: N-(3-phenylcyclohex-2-enyl)benzamide
• 英文别名: N-(3-phenylcyclohex-2-en-1-yl)benzenecarbothioamide
• 化学式: C₁₉H₁₉NS
• 分子量: 293.433
• InChiKey: YOAPTGGOPFFLPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  44.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  硫代苯甲酸 、 3-Azido-1-phenyl-1-cyclohexene 在 三苯基膦 作用下， 以 neat (no solvent) 为溶剂， 反应 0.25h， 以70%的产率得到N-(3-phenylcyclohex-2-enyl)benzamide
  参考文献：
  名称：

  Chemoselectivity in Coupling of Azides with Thioacids in Solution-Phase and Solvent-Free Conditions

  摘要：

  Solvent-free rapid coupling of monothiocarboxylic acid with azide affords carboxamide chemoselectively. Triphenyl phosphine included as an additive influences the chemoselectivity, yielding carboxamide and thioamide. Similar variation in the chemoselectivity is observed in the absence and presence of triphenyl phosphine in solution-phase methodology. Rapidity and ecofriendliness of the solvent-free approach to yield the products in just 15 min is noteworthy compared to the solution-phase protocol, which has a long reaction time (1-3 days).

  DOI：

  10.1080/00397911.2011.606043

文献信息

• Chemoselectivity in Coupling of Azides with Thioacids in Solution-Phase and Solvent-Free Conditions
  作者：Sangaraiah Nagarajan、Poovan Shanmugavelan、Murugan Sathishkumar、Namachivayam Priyadharshini、Padmanaban Sudakar、Alagusundaram Ponnuswamy

  DOI：10.1080/00397911.2011.606043

  日期：2013.1.1

  Solvent-free rapid coupling of monothiocarboxylic acid with azide affords carboxamide chemoselectively. Triphenyl phosphine included as an additive influences the chemoselectivity, yielding carboxamide and thioamide. Similar variation in the chemoselectivity is observed in the absence and presence of triphenyl phosphine in solution-phase methodology. Rapidity and ecofriendliness of the solvent-free approach to yield the products in just 15 min is noteworthy compared to the solution-phase protocol, which has a long reaction time (1-3 days).