S-methyl-S-p-tolyl-N-(trifluoroacetyl)sulfilimine | 521969-24-4

• 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: S-methyl-S-p-tolyl-N-(trifluoroacetyl)sulfilimine
• 英文别名: N-trifluoroacetyl methyl (p-tolyl) sulfilimine；N-(Trifluoroacetyl)-S-methyl-S-(4-methylphenyl)sulfimine；2,2,2-trifluoro-N-[methyl-(4-methylphenyl)-λ4-sulfanylidene]acetamide
• CAS: 521969-24-4
• 化学式: C₁₀H₁₀F₃NOS
• 分子量: 249.257
• InChiKey: BPNAJYCSKHZZHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  48.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  S-methyl-S-p-tolyl-N-(trifluoroacetyl)sulfilimine 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 S-methyl-S-(4-tolyl)sulfilimine
  参考文献：
  名称：

  Direct Thioamination of Arynes via Reaction with Sulfilimines and Migratory N-Arylation

  摘要：

  A novel method for preparing a diverse range of o-sulfanylanilines is described. Direct thioamination of arynes with sulfilimines gives o-sulfanylanilines, involving C-N and C-S bond formations and migratory N-arylation.

  DOI：

  10.1021/jacs.5b10557
• 作为产物：
  描述：

  lithium N,O-bis(trifluoroacetyl)hydroxylamine 、 4-甲基茴香硫醚 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 乙二醇二甲醚 为溶剂， 反应 15.0h， 以78%的产率得到S-methyl-S-p-tolyl-N-(trifluoroacetyl)sulfilimine
  参考文献：
  名称：

  N,O-Bis(trifluoroacetyl)hydroxylamine as a Useful Electrophilic Nitrogen Source:  Catalytic Synthesis of N-(Trifluoroacetyl)sulfilimines

  摘要：

  [GRAPHICS]In the presence of catalytic quantites of Cu(OTf)(2) the novel hydroxamic acid anhydride salt functions competently in the trifluoroacetamidation of sulfides to afford N-(trifluoroacetyl)sulfilimines. The salient features of this salt include its ease of synthesis from the inexpensive, commercially available starting materials trifluoroacetic anhydride and hydroxylamine hydrochloride.

  DOI：

  10.1021/ol9900515

文献信息

• Enantioselective Nitrogen Transfer to Sulfides from Nitridomanganese(V) Complexes
  作者：Craig S. Tomooka、Erick M. Carreira

  DOI：10.1002/1522-2675(200211)85:11<3773::aid-hlca3773>3.0.co;2-o

  日期：2002.11

  We describe the facile preparation of novel, optically active nitridomanganese(V) complexes which serve as reagents for the electrophilic amination of sulfides. This amination method has several appealing features, including: i) the facile preparation of large quantities of the starting nitridomanganese reagent 3, ii) the preparation of acylsulfilimines 2 in optically active form, and iii) the mild

  我们描述了作为硫化物亲电胺化试剂的新型光学活性氮化锰 (V) 配合物的简便制备方法。这种胺化方法具有几个吸引人的特点，包括：i) 容易制备大量起始氮化锰试剂 3，ii) 制备光学活性形式的酰基硫亚胺 2，以及 iii) 采用温和的反应条件。
• PROCESS FOR PREPARING PAN-CDK INHIBITORS OF THE FORMULA (I), AND INTERMEDIATES IN THE PREPARATION
  申请人：Krüger Joachim

  公开号：US20130245261A1

  公开（公告）日：2013-09-19

  The invention relates to a novel process for the preparation of pan-CDK inhibitors of the formula (I), and intermediates of the preparation.

  这项发明涉及一种新型用于制备化合物(I)的泛CDK抑制剂的方法，以及制备过程中的中间体。
• A Practical Approach to N-(Trifluoroacetyl)sulfilimines
  作者：Jochen Krüger、Jörg Gries

  DOI：10.1055/s-0034-1378328

  日期：——
• US9359306B2
  申请人：——

  公开号：US9359306B2

  公开（公告）日：2016-06-07
• Direct Thioamination of Arynes via Reaction with Sulfilimines and Migratory <i>N</i>-Arylation
  作者：Suguru Yoshida、Takahisa Yano、Yoshihiro Misawa、Yasuyuki Sugimura、Kazunobu Igawa、Shigeomi Shimizu、Katsuhiko Tomooka、Takamitsu Hosoya

  DOI：10.1021/jacs.5b10557

  日期：2015.11.11

  A novel method for preparing a diverse range of o-sulfanylanilines is described. Direct thioamination of arynes with sulfilimines gives o-sulfanylanilines, involving C-N and C-S bond formations and migratory N-arylation.