S-Methyl-S-<2-nitro-phenyl>-N-p-tolyl-sulfonyl-sulfilimin | 15436-25-6

• 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: S-Methyl-S-<2-nitro-phenyl>-N-p-tolyl-sulfonyl-sulfilimin
• 英文别名: 4-methyl-N-[methyl-(2-nitrophenyl)-λ4-sulfanylidene]benzenesulfonamide
• CAS: 15436-25-6
• 化学式: C₁₄H₁₄N₂O₄S₂
• 分子量: 338.408
• InChiKey: GRYLXLNBKBGWRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 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：
  120
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对甲苯磺酰叠氮 、 2-硝基硫代苯甲醚 在 chiral (CO)Ru(II)(salen) 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以98%的产率得到S-Methyl-S-<2-nitro-phenyl>-N-p-tolyl-sulfonyl-sulfilimin
  参考文献：
  名称：

  Ru(salen)-catalyzed asymmetric sulfimidation using arylsulfonyl azide

  摘要：

  An (OC)Ru(II)(salen) complex was found to catalyze imidation of alkyl aryl sulfides in the presence of azide with high enantioselectivity as well as good chemical yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01448-4

文献信息

• Mn-salen catalyzed nitrene transfer reaction: Enantioselective imidation of alkyl aryl sulfides
  作者：Hisashi Nishikori、Chisa Ohta、Eva Oberlin、Ryo Irie、Tsutomu Katsuki

  DOI：10.1016/s0040-4020(99)00853-4

  日期：1999.12

  Enantioselective imidation of alkyl aryl sulfides was achieved by using (R,R)- or (R,S)-Mn-salen complex [(R,R)-3 or (R,S)-3] as a catalyst. The optimum reaction conditions are dependent upon the substrates examined. For example, the imidation of alkyl phenyl sulfides with PhI=NTs using Mn-salen complex (R,R)-3 as a catalyst in the presence of N-methylmorpholine N-oxide showed high enantioselectivity

  通过使用（R，R）-或（R，S）-Mn-salen络合物[（R，R）-3或（R，S）-3]作为催化剂，实现烷基芳基硫醚的对映选择性酰亚胺化。最佳反应条件取决于所检查的底物。例如，在N-甲基吗啉N存在下，使用Mn-salen配合物（R，R）-3作为催化剂，用PhI = NTs烷基化烷基苯硫醚。氧化物显示出高对映选择性（高达89％ee）。另一方面，在不存在N-甲基吗啉N-氧化物的情况下，通过使用Mn-salen配合物（R，S）-3作为催化剂，进行了甲基2,4-二硝基苯硫醚的反应（97％ee）。
• Mn(salen)-catalyzed sulfimidation: what are the real active species in sulfimidation?
  作者：Chisa Ohta、Tsutomu Katsuki

  DOI：10.1016/s0040-4039(01)00593-7

  日期：2001.6

  An unusual temperature effect on enantioselectivity was: found in a study of Mn(salen)-catalyzed sulfimidation. The phenomenon was considered to be attributable to the following reasons: the reaction of Mn(salen) and a nitrenoid precursor (Arl-NTs) provides primarily an Mn-ArINTs adduct which undergoes sulfimidation and transformation to an Mn-nitrenoid species competitively; however, the rates of sulfimidation by the Mn ArINTs adduct and the Mn-nitrenoid species and of the transformation are dependent on the structure of the catalyst, the nature of ArI-NTs and the presence or absence of a donor ligand. (C) 2001 Elsevier Science Ltd. All rightsreserved.