tert-butyl 4-(2-((2,4-dimethylphenyl)thio)benzoyl)piperazine-1-carboxylate | 1422008-32-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: tert-butyl 4-(2-((2,4-dimethylphenyl)thio)benzoyl)piperazine-1-carboxylate
• CAS: 1422008-32-9
• 化学式: C₂₄H₃₀N₂O₃S
• 分子量: 426.58
• InChiKey: QIOOQJZZIPPJLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  30.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  49.85
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(2-((2,4-dimethylphenyl)thio)benzoyl)piperazine-1-carboxylate 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 4-(2-((2,4-dimethylphenyl)thio)benzoyl)piperazin-1-ium trifluoroacetate
  参考文献：
  名称：

  Pd-Catalyzed Thiocarbonylation with Stoichiometric Carbon Monoxide: Scope and Applications

  摘要：

  A general protocol for the Pd-catalyzed thiocarbonylation of aryl iodides with stoichiometric carbon monoxide has been established employing a catalytic system composed of Pd(OAc)(2) and DPEphos with low catalyst loading (1 mol %). Both electron-rich and -deficient aryl iodides proved effective for these couplings with aryl and alkyl thiols. The choice of the metal ligands and the solvent system was crucial for the efficiency and chemoselectivity of these transformations.

  DOI：

  10.1021/ol400138m
• 作为产物：
  描述：

  1,2-二碘苯 、 9-methyl-9H-fluorene-9-carbonyl chloride 、 N-Boc-哌嗪 在 N-甲基二环己基胺 、 sodium acetate 、 palladium diacetate 、 双(2-二苯基磷苯基)醚 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 18.0h， 以70%的产率得到tert-butyl 4-(2-((2,4-dimethylphenyl)thio)benzoyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Pd-Catalyzed Thiocarbonylation with Stoichiometric Carbon Monoxide: Scope and Applications

  摘要：

  A general protocol for the Pd-catalyzed thiocarbonylation of aryl iodides with stoichiometric carbon monoxide has been established employing a catalytic system composed of Pd(OAc)(2) and DPEphos with low catalyst loading (1 mol %). Both electron-rich and -deficient aryl iodides proved effective for these couplings with aryl and alkyl thiols. The choice of the metal ligands and the solvent system was crucial for the efficiency and chemoselectivity of these transformations.

  DOI：

  10.1021/ol400138m