N-(diphenyl-λ⁴-sulfanylidene)trifluoromethanesulfonamide | 124910-41-4

• 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-(diphenyl-λ⁴-sulfanylidene)trifluoromethanesulfonamide
• 英文别名: S,S-diphenyl-N-(trifluoromethanesulfonyl)sulfilimine；diphenyl-N-(trifluoromethylsulfonyl)sulfimide；N-(diphenyl-lambda4-sulfanylidene)trifluoromethanesulfonamide；N-(diphenyl-λ4-sulfanylidene)-1,1,1-trifluoromethanesulfonamide
• CAS: 124910-41-4
• 化学式: C₁₃H₁₀F₃NO₂S₂
• 分子量: 333.355
• InChiKey: YKKJPUVFUYAXAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  74.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  二苯硫醚 、 N,N-dichlorotrifluoromethylsulfonamide 以 苯 为溶剂， 以95%的产率得到N-(diphenyl-λ⁴-sulfanylidene)trifluoromethanesulfonamide
  参考文献：
  名称：

  Gavrilova, R. Yu.; Kondratenko, N. V.; Popov, V. I., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 5.2, p. 1006 - 1007

  摘要：

  DOI：

文献信息

• Imination of Sulfides and Sulfoxides with Sulfonylimino-λ3-Bromane under Mild, Metal-Free Conditions
  作者：Masahito Ochiai、Masao Naito、Kazunori Miyamoto、Satoko Hayashi、Waro Nakanishi

  DOI：10.1002/chem.201000759

  日期：2010.8.2

  Exposure of sulfides and sulfoxides to trifluoromethanesulfonylimino(aryl)‐λ3‐bromane in dichloromethane at 0 °C results in a facile transfer of the sulfonylimino group to sulfur atoms and affords N‐triflylsulfilimines and ‐sulfoximines in high yields under transition‐metal‐free conditions. Imination of (R)‐methyl p‐tolyl sulfoxide proceeded with predominant retention of configuration at the stereogenic

  硫化物和亚砜的暴露于trifluoromethanesulfonylimino（芳基）-λ 3 -bromane在二氯甲烷中在0℃下导致磺酰基的容易转移到硫原子和得到Ñ -triflylsulfilimines和- -自由过渡金属下以高产率亚磺酰亚胺情况。（R）-甲基对甲苯基亚砜的胺化主要在构型硫中心保留构型。Hammett图提供了对位的-0.58的ρ值-取代的硫代苯甲醚和-0.49等价的亚砜，这表明过渡态的硫化物和亚砜的硫原子上会积累正电荷。计算表明在磺酰-λ的带负电荷的氮原子的双分子亲核取代机理3 -bromane，它涉及一硫化物的从相反侧与溴（III）进攻。
• Reaction of trifluoromethanesulfonamide with heterodienes under oxidation conditions
  作者：M. Yu. Moskalik、V. V. Astakhova、B. A. Shainyan

  DOI：10.1134/s107042801311002x

  日期：2013.11

  Reactions of trifluoromethanesulfonamide with divinyl sulfone, divinyl sulfoxide, divinyl sulfide, diphenyl sulfide, vinyl allyl and diallyl ethers was investigated in the presence of oxidation system t-BuOCl + NaI. The reaction with divinyl sulfone afforded a product of 1,5-heterocyclization, 2,6-diiodo-4-[(trifluoromethyl) sulfonyl]thiomorpholine 1,1-dioxide. The same product was obtained in the reaction with divinyl sulfoxide apparently due to its preliminary oxidation to sulfone. In reactions with divinyl sulfide and unsaturated ethers only the oxidation of substrates was observed accompanied with strong tarring; the products of a reaction with trifluoromethanesulfonamide were absent. With diphenyl sulfide a product was formed resulting from the oxidation at the sulfur atom [S(II) -> S(IV)], N-(diphenyl-lambda(4)-sulfanylidene)trifluoromethanesulfonamide.
• GAVRILOVA, R. YU.;KONDRATENKO, N. V.;POPOV, V. I.;YAGUPOLSKIJ, L. M., ZH. ORGAN. XIMII, 25,(1989) N, S. 1118-1119
  作者：GAVRILOVA, R. YU.、KONDRATENKO, N. V.、POPOV, V. I.、YAGUPOLSKIJ, L. M.

  DOI：——

  日期：——