N-phtalimido-S-(4-methoxyphenyl)-S-phenylsulfoximine | 439289-30-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-phtalimido-S-(4-methoxyphenyl)-S-phenylsulfoximine
• 英文别名: 2-[[(4-Methoxyphenyl)-oxo-phenyl-lambda6-sulfanylidene]amino]isoindole-1,3-dione；2-[[(4-methoxyphenyl)-oxo-phenyl-λ6-sulfanylidene]amino]isoindole-1,3-dione
• CAS: 439289-30-2
• 化学式: C₂₁H₁₆N₂O₄S
• 分子量: 392.435
• InChiKey: CVNSPYCGLQUINP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  84.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-phtalimido-S-(4-methoxyphenyl)-S-phenylsulfoximine 在 tetrabutylammonium tetrafluoroborate 、 水 作用下， 以 甲醇 为溶剂， 反应 1.03h， 以52%的产率得到imino(4-methoxyphenyl)(phenyl)-λ⁶-sulfanone
  参考文献：
  名称：

  Electrochemical Imination of Sulfoxides Using N-Aminophthalimide

  摘要：

  [GRAPHICS]A novel electrochemical sulfoxide imination process is described. Our approach starts with a highly selective nitrene transfer from N-aminophthalimide to a variety of sulfoxides. This oxidative treatment is followed by reductive N-N bond cleavage under the controlled current conditions, which leads to a range of parent NH sulfoximines. In addition to solving the challenging problem of removing the N-phthalimido group, the overall process avoids the use of toxic oxidants and metal additives.

  DOI：

  10.1021/ol0257530
• 作为产物：
  描述：

  sodium benzenesulfonate 在 氯化亚砜 、 溶剂黄146 、 三乙胺 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 3.0h， 生成 N-phtalimido-S-(4-methoxyphenyl)-S-phenylsulfoximine
  参考文献：
  名称：

  Electrochemical Imination of Sulfoxides Using N-Aminophthalimide

  摘要：

  [GRAPHICS]A novel electrochemical sulfoxide imination process is described. Our approach starts with a highly selective nitrene transfer from N-aminophthalimide to a variety of sulfoxides. This oxidative treatment is followed by reductive N-N bond cleavage under the controlled current conditions, which leads to a range of parent NH sulfoximines. In addition to solving the challenging problem of removing the N-phthalimido group, the overall process avoids the use of toxic oxidants and metal additives.

  DOI：

  10.1021/ol0257530

文献信息

• Nitrogen atom transfer
  申请人：Yudin K. Andrei

  公开号：US20050006246A1

  公开（公告）日：2005-01-13

  Process and apparatus for addition of nitrogen to an organic molecule under electrochemical conditions. Processes include aziridination of olefins and imination of sulfoxides to form sulfoximines. Nitrene generation in the presence of a carboxylate is described

  一种在电化学条件下将氮添加到有机分子中的过程和装置。其中的过程包括烯烃的环丙胺化和亚砜的亚胺化，以形成亚砜胺。在羧酸盐的存在下描述了亚氮的生成。
• [EN] NITROGEN ATOM TRANSFER<br/>[FR] TRANSFERT D'ATOMES D'AZOTE
  申请人：YLEKTRA INC

  公开号：WO2003010361A2

  公开（公告）日：2003-02-06

  Process and apparatus for addition of nitrogen to an organic molecule under electrochemical conditions. Processes include aziridination of olefins and imination of sulfoxides to form sulfoximines. Nitrene generation in the presence of a carboxylate is described
• Electrochemical Imination of Sulfoxides Using <i>N</i>-Aminophthalimide
  作者：Tung Siu、Andrei K. Yudin

  DOI：10.1021/ol0257530

  日期：2002.5.1

  [GRAPHICS]A novel electrochemical sulfoxide imination process is described. Our approach starts with a highly selective nitrene transfer from N-aminophthalimide to a variety of sulfoxides. This oxidative treatment is followed by reductive N-N bond cleavage under the controlled current conditions, which leads to a range of parent NH sulfoximines. In addition to solving the challenging problem of removing the N-phthalimido group, the overall process avoids the use of toxic oxidants and metal additives.