1,1,1-trifluoro-N-[(2-phenyl-1,3-dioxolan-2-yl)methyl]methanesulfonamide | 1071493-86-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1,1-trifluoro-N-[(2-phenyl-1,3-dioxolan-2-yl)methyl]methanesulfonamide
• CAS: 1071493-86-1
• 化学式: C₁₁H₁₂F₃NO₄S
• 分子量: 311.282
• InChiKey: DEEJPPLKQDDYEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  过氧化乙酸叔丁酯 、 1,1,1-trifluoro-N-[(2-phenyl-1,3-dioxolan-2-yl)methyl]methanesulfonamide 在 palladium diacetate 、 乙酸酐 、 溶剂黄146 、 N,N-二甲基甲酰胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 以72%的产率得到[2-[2-[(Trifluoromethylsulfonylamino)methyl]-1,3-dioxolan-2-yl]phenyl] acetate
  参考文献：
  名称：

  Pd(II)-Catalyzed o-C−H Acetoxylation of Phenylalanine and Ephedrine Derivatives with MeCOOO^tBu/Ac₂O

  摘要：

  Pd(II)-catalyzed ortho C-H acetoxylation of triflate protected phenethyl- and phenpropylamines has been achieved with tert-butyl peroxyacetate as the stoichiometric oxidant and either DMF or CH3CN as the promoter. The reaction was found to tolerate a large variety of functional groups and could be combined with subsequent intramolecular amination to afford functionalized indoline derivatives.

  DOI：

  10.1021/ol1007108
• 作为产物：
  描述：

  α-Aminoacetophenon-ethylenketal 、 三氟甲磺酸酐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 1,1,1-trifluoro-N-[(2-phenyl-1,3-dioxolan-2-yl)methyl]methanesulfonamide
  参考文献：
  名称：

  Pd(II)-Catalyzed o-C−H Acetoxylation of Phenylalanine and Ephedrine Derivatives with MeCOOO^tBu/Ac₂O

  摘要：

  Pd(II)-catalyzed ortho C-H acetoxylation of triflate protected phenethyl- and phenpropylamines has been achieved with tert-butyl peroxyacetate as the stoichiometric oxidant and either DMF or CH3CN as the promoter. The reaction was found to tolerate a large variety of functional groups and could be combined with subsequent intramolecular amination to afford functionalized indoline derivatives.

  DOI：

  10.1021/ol1007108

文献信息

• Synthesis of Indolines and Tetrahydroisoquinolines from Arylethylamines by Pd^II-Catalyzed CH Activation Reactions
  作者：Jiao-Jie Li、Tian-Sheng Mei、Jin-Quan Yu

  DOI：10.1002/anie.200802187

  日期：2008.8.11
• Pd(II)-Catalyzed <i>o</i>-C−H Acetoxylation of Phenylalanine and Ephedrine Derivatives with MeCOOO^<i>t</i>Bu/Ac₂O
  作者：Chris J. Vickers、Tian-Sheng Mei、Jin-Quan Yu

  DOI：10.1021/ol1007108

  日期：2010.6.4

  Pd(II)-catalyzed ortho C-H acetoxylation of triflate protected phenethyl- and phenpropylamines has been achieved with tert-butyl peroxyacetate as the stoichiometric oxidant and either DMF or CH3CN as the promoter. The reaction was found to tolerate a large variety of functional groups and could be combined with subsequent intramolecular amination to afford functionalized indoline derivatives.