N-[2-(2-acetoxy-5-chlorophenyl)-3-methylbutanoyl]-S-methyl-S-2-pyridylsulfoximine | 1548753-41-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: N-[2-(2-acetoxy-5-chlorophenyl)-3-methylbutanoyl]-S-methyl-S-2-pyridylsulfoximine
• 英文别名: [4-Chloro-2-[3-methyl-1-[(methyl-oxo-pyridin-2-yl-lambda6-sulfanylidene)amino]-1-oxobutan-2-yl]phenyl] acetate；[4-chloro-2-[3-methyl-1-[(methyl-oxo-pyridin-2-yl-λ6-sulfanylidene)amino]-1-oxobutan-2-yl]phenyl] acetate
• CAS: 1548753-41-8
• 化学式: C₁₉H₂₁ClN₂O₄S
• 分子量: 408.906
• InChiKey: FHNIMOFKVSULBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  94.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(3-chlorophenyl)-3-methyl-N-(methyl-oxo-pyridin-2-yl-lambda6-sulfanylidene)butanamide 、 乙酸酐 、 溶剂黄146 在 dipotassium peroxodisulfate 、 palladium diacetate 作用下， 反应 10.0h， 以75%的产率得到N-[2-(2-acetoxy-5-chlorophenyl)-3-methylbutanoyl]-S-methyl-S-2-pyridylsulfoximine
  参考文献：
  名称：

  Pd(II)-Catalyzed ortho-C–H Oxidation of Arylacetic Acid Derivatives: Synthesis of Benzofuranones

  摘要：

  Pd(II)-catalyzed ortho-C-H acetoxylation of arylacetic acid derivatives is demonstrated with the aid of a novel S-methyl-S-2-pyridylsulfoximine (MPyS) directing group (DG). The alpha-mono- and alpha-unsubstituted arylacetic acid derivatives were readily employed in the ortho-C-H acetoxylations. The oxidation products are hydrolyzed, and the MPyS-DG is easily recovered, providing ready access to 0-hydroxyarylacetic acids. 3-Mono- and 3-unsubstituted benzofuranones are synthesized from 0-hydroxyarylacetic acids.

  DOI：

  10.1021/ol403699d