3-tosyl-3-azatricyclo[3.2.1.0^2,4]octane

• 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: 3-tosyl-3-azatricyclo[3.2.1.0^2,4]octane
• 英文别名: (1S,5R)-3-(4-methylphenyl)sulfonyl-3-azatricyclo[3.2.1.02,4]octane
• 化学式: C₁₄H₁₇NO₂S
• 分子量: 263.36
• InChiKey: WMPOHMVSFCYBPX-XYWGHXNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  norbornene 、 bromamine T 在 5A molecular sieve 、 copper(l) chloride 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以73%的产率得到3-tosyl-3-azatricyclo[3.2.1.0^2,4]octane
  参考文献：
  名称：

  Bromamine-T: A superior source of nitrene for aziridination of olefins

  摘要：

  Bromamine-T as a superior source of nitrene compared to Chloramine-T in the Cu-catalyzed aziridination of olefins is reported in this communication. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00864-8

文献信息

• Functionalization of Alkenes through Telescoped Continuous Flow Aziridination Processes
  作者：Nathanael Hsueh、Guy J. Clarkson、Michael Shipman

  DOI：10.1021/acs.orglett.6b02349

  日期：2016.10.7

  Alkenes can be efficiently aziridinated using highly soluble iminoiodane derivatives under continuous flow conditions. By combining the aziridine generation with nucleophilic ring opening reactions, a variety of products can be made without the need to handle or isolate these potentially hazardous intermediates. Additionally, this chemistry can be used to make and use aziridines that are difficult

  在连续流动条件下，可以使用高度可溶的亚氨基碘烷衍生物将烯烃高效地叠氮化。通过将氮丙啶生成与亲核开环反应相结合，可以制备多种产品，而无需处理或分离这些潜在危险的中间体。另外，该化学方法可用于制备和使用由于其高反应性而难以分离和纯化的氮丙啶。
• Grafting of copper(II) Schiff base complex on functionalized multi-wall carbon nanotubes: Synthesis, characterization and catalytic aziridination of olefins
  作者：Mehdi Bazarganipour、Masoud Salavati-Niasari

  DOI：10.1016/j.apcata.2015.05.027

  日期：2015.8

  In this study, hydroxyl functionalized copper(II) Schiff-base; [Cu((OH)(2)-salophen)], [(OH)(2)-salophen] = (N,Ni-bis(4-hydroxysalicylidene) phenylene-1,2-diamine); has been covalently anchored on modified multi-wall carbon nanotubes (MWNTs); [Cu((OH)(2)-salophen)@MWNTs. The new modified MWNTs have been characterized by transmission electron microscopy, X-ray diffraction, thermogravimetric analysis, UV-visible spectroscopy, diffuse reflectance, Fourier transform infrared spectroscopy and elemental analysis. The results suggest that the symmetrical Schiff-base is a bivalent anion with tetradentate N2O2 donors derived from the phenolic oxygen and azomethine nitrogen. MWNTs covalently anchored copper(II) complex catalyze the aziridination of alkenes employing [N-(p-tolylsulfonyl)imino]phenyliodinane (PhI=NTs) as the nitrogen source. (C) 2015 Elsevier B.V. All rights reserved.