(Z)-2-(4-methylphenylsulfonamido)-1-phenylethenaminium 2,2,2-trifluoroacetate | 1514928-25-6

• 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: (Z)-2-(4-methylphenylsulfonamido)-1-phenylethenaminium 2,2,2-trifluoroacetate
• CAS: 1514928-25-6
• 化学式: C₂HF₃O₂*C₁₅H₁₆N₂O₂S
• 分子量: 402.394
• InChiKey: ROZYDOWIBIQQTE-PNCOJPCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  109.49
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (Z)-2-(4-methylphenylsulfonamido)-1-phenylethenaminium 2,2,2-trifluoroacetate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 15.0h， 以70%的产率得到2-(4-methylphenylsulfonamido)-1-phenylethanaminium 2,2,2-trifluoroacetate
  参考文献：
  名称：

  Stereoselective 1,3-Insertions of Rhodium(II) Azavinyl Carbenes

  摘要：

  Rhodium(II) azavinyl carbenes, conveniently generated from 1-sulfonyl-1,2,3-triazoles, undergo a facile, mild, and convergent formal 1,3-insertion into N-H and O-H bonds of primary and secondary amides, various alcohols, and carboxylic acids to afford a wide range of vicinally bisfunctionalized (Z)-olefins with perfect regio- and stereo-selectivity. Utilizing the distinctive functionality installed through these reactions, a number of subsequent rearrangements and cyclizations expand the repertoire of valuable organic building blocks constructed by reactions of transition-metal carbene complexes, including a-allenyl ketones and amino-substituted heterocycles.

  DOI：

  10.1021/ja408185c
• 作为产物：
  描述：

  (Z)-tert-butyl (2-(4-methylphenylsulfonamido)-1-phenylvinyl)carbamate 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 2.0h， 以85%的产率得到(Z)-2-(4-methylphenylsulfonamido)-1-phenylethenaminium 2,2,2-trifluoroacetate
  参考文献：
  名称：

  Stereoselective 1,3-Insertions of Rhodium(II) Azavinyl Carbenes

  摘要：

  Rhodium(II) azavinyl carbenes, conveniently generated from 1-sulfonyl-1,2,3-triazoles, undergo a facile, mild, and convergent formal 1,3-insertion into N-H and O-H bonds of primary and secondary amides, various alcohols, and carboxylic acids to afford a wide range of vicinally bisfunctionalized (Z)-olefins with perfect regio- and stereo-selectivity. Utilizing the distinctive functionality installed through these reactions, a number of subsequent rearrangements and cyclizations expand the repertoire of valuable organic building blocks constructed by reactions of transition-metal carbene complexes, including a-allenyl ketones and amino-substituted heterocycles.

  DOI：

  10.1021/ja408185c