N-phtalimido-S-(2-cyanoethyl)-S-phenylsulfoximine

• 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-(2-cyanoethyl)-S-phenylsulfoximine
• 英文别名: 3-[N-(1,3-dioxoisoindol-2-yl)-S-phenylsulfonimidoyl]propanenitrile
• 化学式: C₁₇H₁₃N₃O₃S
• 分子量: 339.375
• InChiKey: RPPJDSFRRYHMHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  99
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(苯硫基)丙腈 在 溶剂黄146 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成 N-phtalimido-S-(2-cyanoethyl)-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

• Imination of sulfoxides mediated by IBX with Sc(OTf)₃as catalyst
  作者：Tu-Hsin Yan、Bakthavachalam Ananthan

  DOI：10.1080/00397911.2018.1431281

  日期：2018.4.18

  ABSTRACT Herein we utilized, for the first time, 2-iodoxybenzoate along with scandium triflate as a specific oxidant for PhthNH2 to create sulfoximines. This method efficiently effects imination of aryl, benzyl, cyclic and alkyl substituted S˭O bonds with good to excellent yields. In addition, sterically encumbered sulfoxides have been studied and found that the present protocol is the worthy choice

  摘要 在此，我们首次利用 2-碘氧基苯甲酸盐和三氟甲磺酸钪作为 PhthNH2 的特定氧化剂来生成亚砜亚胺。这种方法可以有效地对芳基、苄基、环状和烷基取代的 S˭O 键进行亚胺化，并具有良好的收率。此外，对空间位阻亚砜进行了研究，发现本协议是值得选择的。这种简便的方法不需要惰性气氛或无水溶剂。图形概要
• 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