N-[2-phenylacetyl]-S-methyl-S-2-pyridylsulfoximine | 1548753-81-6

• 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-phenylacetyl]-S-methyl-S-2-pyridylsulfoximine
• 英文别名: N-(methyl-oxo-pyridin-2-yl-lambda6-sulfanylidene)-2-phenylacetamide；N-(methyl-oxo-pyridin-2-yl-λ6-sulfanylidene)-2-phenylacetamide
• CAS: 1548753-81-6
• 化学式: C₁₄H₁₄N₂O₂S
• 分子量: 274.343
• InChiKey: ZOVZKZYNONELQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[2-phenylacetyl]-S-methyl-S-2-pyridylsulfoximine 、 乙酸酐 、 溶剂黄146 在 dipotassium peroxodisulfate 、 palladium diacetate 作用下， 反应 8.0h， 以76%的产率得到N-[2-(2-acetoxyphenyl)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：

  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75%的产率得到N-[2-phenylacetyl]-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

文献信息

• Pd(II)-Catalyzed <i>ortho</i>-C–H Oxidation of Arylacetic Acid Derivatives: Synthesis of Benzofuranones
  作者：Raja K. Rit、M. Ramu Yadav、Akhila K. Sahoo

  DOI：10.1021/ol403699d

  日期：2014.2.7

  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.