2-methanesulfonyl-1-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yloxy)ethanone | 1610628-79-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methanesulfonyl-1-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yloxy)ethanone
• 英文别名: 2-Methylsulfonyl-1-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yl)oxyethanone
• CAS: 1610628-79-9
• 化学式: C₁₈H₂₇NO₄S
• 分子量: 353.483
• InChiKey: ZDAACMYYUKPBEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,2,6,6-四甲基哌啶氧化物 、 2-甲砜基苯乙酮 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙腈 为溶剂， 反应 12.08h， 以49%的产率得到2-methanesulfonyl-1-phenyl-2-(2,2,6,6-tetramethylpiperidin-1-yloxy)ethanone
  参考文献：
  名称：

  DDQ-mediated oxidation of sp3 C–H bond for the direct synthesis of vicinal tricarbonyl compounds

  摘要：

  A facile and direct synthetic method was developed for the construction of vicinal tricarbonyl compounds (VTCs) in moderate to excellent yields (46-92%), by treating the readily available 1,3-dicarbonyl compounds with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The reaction pathway involves the DDQ-mediated oxidative activation of sp(3) C-H bond and subsequent coupling to TEMPO to form the key intermediate TEMPO-substrate adduct, which can be further converted to VTC products promoted by DDQ (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.04.021

文献信息

• Potassium Persulfate Mediated Conjugation of β-Ketosulfones with TEMPO
  作者：M.-Y. Chang、C.-K. Chan

  DOI：10.1055/s-0036-1588317

  日期：——

  We report a simple route for the preparation of alpha-aminoxy-beta-ketosulfones in high yields by a potassium persulfate mediated alpha-aminoxylation of beta-ketosulfones with TEMPO in acetonitrile at room temperature for 12 hours.