N-[2-o-tolylacetyl]-S-methyl-S-2-pyridylsulfoximine | 1548754-20-6

• 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: N-[2-o-tolylacetyl]-S-methyl-S-2-pyridylsulfoximine
• 英文别名: N-(methyl-oxo-pyridin-2-yl-lambda6-sulfanylidene)-2-(2-methylphenyl)acetamide；N-(methyl-oxo-pyridin-2-yl-λ6-sulfanylidene)-2-(2-methylphenyl)acetamide
• CAS: 1548754-20-6
• 化学式: C₁₅H₁₆N₂O₂S
• 分子量: 288.37
• InChiKey: MDILDHJWBCEXDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  59.39
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-[2-o-tolylacetyl]-S-methyl-S-2-pyridylsulfoximine 、 丙酸 在 dipotassium peroxodisulfate 、 palladium diacetate 作用下， 反应 10.0h， 以76%的产率得到N-[2-(2-propionyloxy-6-tolyl)acetyl]-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
• 作为产物：
  描述：

  邻甲基苯乙酸 、 S-甲基-S-(2-吡啶基)亚磺酰亚胺 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到N-[2-o-tolylacetyl]-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