S,S-diphenyl-N-phenylsulfonylsulfilimine | 40560-80-3

• 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: S,S-diphenyl-N-phenylsulfonylsulfilimine
• 英文别名: N-(diphenyl-λ⁴-sulfanylidene)benzenesulfonamide；N-(diphenyl-$l^{4}-sulfanylidene)benzenesulfonamide；N-(diphenyl-λ4-sulfanylidene)benzenesulfonamide
• CAS: 40560-80-3
• 化学式: C₁₈H₁₅NO₂S₂
• 分子量: 341.455
• InChiKey: ZIXBXNGUYOHJKI-UHFFFAOYSA-N

物化性质

• 熔点：
  126-127 °C
• 沸点：
  539.2±33.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S,S-diphenyl-N-phenylsulfonylsulfilimine 在 四氯化钛 、 锌 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以84%的产率得到二苯硫醚
  参考文献：
  名称：

  Reduction of Sulfilimines to Sulfides: New Procedures

  摘要：

  DOI：

  10.1055/s-1981-29635
• 作为产物：
  描述：

  二苯二硫醚 以 乙腈 为溶剂， 生成 S,S-diphenyl-N-phenylsulfonylsulfilimine
  参考文献：
  名称：

  Chemistry of benzenesulfinyl azides. Reactions with sulfoxides

  摘要：

  DOI：

  10.1021/ja00832a026

文献信息

• Copper-catalyzed imination of sulfoxides and sulfides
  作者：Yuanyuan Liu、Hanying Wang、Xianjin Yang

  DOI：10.1016/j.tet.2019.07.020

  日期：2019.8

  and sulfilimines have attracted considerable interest among organic chemists. The Cu(II)-catalyzed imination of sulfoxides and sulfides using various N-fluoro benzenesulfonamides was investigated in this study. The scope of the reaction was demonstrated by using several substituted sulfides and sulfoxides. The flow strategy for the preparation of NH-sulfoximines was also examined. By trapping nitrene

  磺胺嘧啶和亚磺胺在有机化学家中引起了相当大的兴趣。在这项研究中，研究了使用各种N-氟苯磺酰胺的Cu（II）催化的亚砜和硫化物的亚胺化。通过使用几种取代的硫化物和亚砜来证明反应的范围。还检查了制备NH-磺胺嘧啶的流动策略。通过三苯膦截留腈中间体，我们发现该反应是通过金属-氮化物中间体机理进行的。
• The Reaction of Elemental Sulfur with Organic Compounds. IV. The Reactions of<i>N</i>-Arenesulfonylsulfilimine and Sulfoximine with Sulfur and Diaryl Disulfide
  作者：Shigeru Oae、Yoshiyuki Tsuchida、Kenji Tsujihara、Naomichi Furukawa

  DOI：10.1246/bcsj.45.2856

  日期：1972.9

  The reactions of elemental sulfur and diaryl disulfide with the compounds bearing a semipolar S→N linkage were investigated. Elemental sulfur was found to react with N-arenesulfonylsulfilimine and sulfoximine affording the corresponding sulfide and the sulfoxide respectively. Diaryl disulfide also was found to undergo similar reactions with these compounds. In the reaction of diaryl disulfide with

  研究了元素硫和二芳基二硫化物与带有半极性 S→N 键的化合物的反应。发现元素硫与 N-芳烃磺酰基硫亚胺和亚砜亚胺反应，分别得到相应的硫化物和亚砜。还发现二芳基二硫化物与这些化合物发生类似的反应。二芳基二硫化物与N-芳烃磺酰基硫亚胺反应，除相应的硫化物外，主要产物为N,N-双-(芳硫基)芳烃磺酰胺。讨论了这些反应的机制。
• Synthesis of Sulfilimines via Multicomponent Reaction of Arynes, Sulfamides, and Thiosulfonates
  作者：Pei Xie、Yating Zheng、Yuping Luo、Jinyun Luo、Leifang Wu、Zhihua Cai、Lin He

  DOI：10.1021/acs.orglett.3c02217

  日期：2023.8.25

  In this work, a facile and efficient method for the synthesis of sulfilimines through multicomponent reaction of arynes, sulfamides, and thiosulfonates was developed. A variety of structurally diverse substrates and functional groups were very compatible in the reaction, giving the corresponding sulfilimines in good to high yields. This protocol could be conducted on a gram scale, and the product was

  在这项工作中，开发了一种通过芳炔、磺酰胺和硫代磺酸盐的多组分反应合成硫亚胺的简便有效的方法。各种结构多样的底物和官能团在反应中非常相容，从而以良好到高的产率产生相应的硫亚胺。该方案可以在克规模上进行，并且产物很容易转化为硫化物和亚砜亚胺。机理研究表明，原位生成的次磺酰胺是该反应的关键中间体。
• Vlasova, Olga G.; Rakitin, Oleg A.; Khmelnitski, Lenor I., Organic Preparations and Procedures International, 1994, vol. 26, # 3, p. 331 - 336
  作者：Vlasova, Olga G.、Rakitin, Oleg A.、Khmelnitski, Lenor I.

  DOI：——

  日期：——
• Synthesis of 2-Aminoindoles through Gold-Catalyzed C–H Annulations of Sulfilimines with <i>N</i>-Arylynamides
  作者：Xianhai Tian、Lina Song、Matthias Rudolph、Frank Rominger、A. Stephen K. Hashmi

  DOI：10.1021/acs.orglett.9b01501

  日期：2019.6.7

  A new gold-catalyzed C-H annulation of sulfilimines with N-phenylynamides is presented. As key intermediates of this operationally simple reaction, the in situ generated a-imino gold carbenes insert into the ortho C-H bonds of the phenyl groups to afford 2-aminoindoles bearing a variety of substitution patterns in high selectivities. This reaction offers a facile approach to biologically important 2-aminoindoles by using inexpensive and readily available starting materials.