2,2,2-trichloroethyl (1-(4-methoxyphenyl)ethyl)sulfamate | 813440-64-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2,2-trichloroethyl (1-(4-methoxyphenyl)ethyl)sulfamate
• 英文别名: Sulfamic acid, [1-(4-methoxyphenyl)ethyl]-, 2,2,2-trichloroethyl ester；2,2,2-trichloroethyl N-[1-(4-methoxyphenyl)ethyl]sulfamate
• CAS: 813440-64-1
• 化学式: C₁₁H₁₄Cl₃NO₄S
• 分子量: 362.661
• InChiKey: ZQGLOTCHKSIUSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  氨基磺酸-2,2,2-三氯乙酯 、 4-乙基苯甲醚 在 bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} 、 碘苯二乙酸 作用下， 以 水 为溶剂， 反应 24.0h， 以82%的产率得到2,2,2-trichloroethyl (1-(4-methoxyphenyl)ethyl)sulfamate
  参考文献：
  名称：

  纯水体系中铑催化的分子间C（sp 3）–H胺化

  摘要：

  首次开发了在纯水体系中有效的Rh催化的分子间C（sp 3）–H胺化反应。该方法具有环境友好性，广泛的底物范围和多种生物学上重要分子的后期功能化功能。这样的氧化方案提供了以有效和可持续的方式容易地获得各种脂族胺衍生物的途径。

  DOI：

  10.1039/c7gc03149a

文献信息

• Nitrene-Transfer Chemistry to C–H and C═C Bonds Mediated by Triangular Coinage Metal Platforms Supported by Triply Bridging Pnictogen Elements Sb(III) and Bi(III)
  作者：Meenakshi Sharma、Reece M. Fritz、Joseph O. Adebanjo、Zhou Lu、Thomas R. Cundari、Mohammad A. Omary、Amitava Choudhury、Pericles Stavropoulos

  DOI：10.1021/acs.organomet.3c00493

  日期：2024.3.25

  explored in stabilizing Cu(I) and Ag(I) sites and facilitating nitrene-transfer chemistry. Compounds [(TMG3trphen-E)M3(μ-X)3] (M = Cu(I), Ag(I); X = Cl, Br, I) have been generated upon extraction of M3(μ-X)3 units from MX sources, exhibiting support of the crown-shaped M3(μ-X)3 fragment by M–NTMG bonds and triply bridging E → M3 interactions. Orbital interactions between Cu(I) sites and NTMG residues

  具有重磷元素（E = Sb(III)、Bi(III)）和四甲基胍基 (TMG) 臂的三足配体 (TMG 3 trphen-E) 已被探索用于稳定 Cu(I) 和 Ag(I) 位点并促进氮烯转移化学。提取M 3 ( μ-​​​ ​X) 3单位来自 MX 来源，表现出通过 M–N TMG键和三桥联 E → M 3相互作用对冠形 M 3 (μ-X) 3片段的支持。 Cu(I) 位点和 N TMG残基之间的轨道相互作用比 Sb/Bi → Cu 3供体之间的 Sb 5s 或 Bi 6s 轨道与混合 Cu 4 s /3d 轨道之间的相互作用更占主导地位，计算出的 Sb → Cu 的相互作用能量更大3 .非卤化铜化合物 [(TMG 3 trphen-E) 2 Cu 2 ] 2+ 2Y – (Y = PF 6 , B(C 6 F 5 ) 4 ) 通过 TlPF 6脱氯或应用无卤化物 Cu 合成(I) TMG
• Expanding the Scope of C−H Amination through Catalyst Design
  作者：Christine G. Espino、Kristin Williams Fiori、Mihyong Kim、J. Du Bois

  DOI：10.1021/ja0446294

  日期：2004.12.1

  Analysis of the mechanism for Rh-mediated C-H amination has led to the development of a remarkably effective dinuclear Rh catalyst derived from 1,3-benzenedipropionic acid. This unique complex, Rh2(esp)2, is capable of promoting both intra- and intermolecular C-H oxidation reactions, and in all cases is superior to Rh2(O2CtBu)4. For the first time, C-H insertion is described with urea and sulfamide substrates to give 1,2- and 1,3-diamine derivatives, respectively. In addition, intermolecular amination of benzylic and secondary C-H bonds is shown to proceed efficiently even under conditions in which the starting alkane is employed as the limiting reagent.
• Halogen-Bond-Induced Consecutive C_sp³–H Aminations via Hydrogen Atom Transfer Relay Strategy
  作者：Fan Wu、Jeewani P. Ariyarathna、Navdeep Kaur、Nur-E Alom、Maureen L. Kennell、Omar H. Bassiouni、Wei Li

  DOI：10.1021/acs.orglett.0c00081

  日期：2020.3.20

  The utilization of a halogen bond in a number of chemical fields is well-known. Surprisingly, the incorporation of this useful noncovalent interaction in chemical reaction engineering is rare. We disclose here an uncommon use of halogen bonding to induce intermolecular C-sp(3)-H amination while enabling a hydrogen atom transfer relay strategy to access privileged pyrrolidine structures directly from alkanes. Mechanistic studies support the presence of multiple halogen bond interactions at distinct reaction stages.