2-bromo-N,N-dimethyl-3-(tosylamino)propanamide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-bromo-N,N-dimethyl-3-(tosylamino)propanamide
• 英文别名: 2-bromo-N,N-dimethyl-3-(p-toluenesulfonamido)propanamide；2-bromo-N,N-dimethyl-3-[(4-methylphenyl)sulfonylamino]propanamide
• 化学式: C₁₂H₁₇BrN₂O₃S
• 分子量: 349.249
• InChiKey: OYZGWOMMFYJPNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N-二甲基丙烯酰胺 在 palladium dichloride 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 2-bromo-N,N-dimethyl-3-(tosylamino)propanamide
  参考文献：
  名称：

  Palladium(II) mediated aziridination of olefins with bromamine-T as the nitrogen source: scope and mechanism

  摘要：

  The palladium(II)-promoted reaction of a variety of olefins and bromamine-T provided N-tosyl-2-substituted aziridines under mild conditions. Olefins bearing chiral appendages gave only a poor to modest diastereoselectivity. Appropriate deuterated olefins were selected to study the stereochemistry of the reaction. A Pd(IV) intermediate is proposed as the aziridinating species. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.05.020

文献信息

• CO2-induced amidobromination of olefins with bromamine-T
  作者：Junpei Hayakawa、Mitsuhiro Kuzuhara、Satoshi Minakata

  DOI：10.1039/b923253m

  日期：——

  The carbon dioxide (CO2)-induced amidobromination of olefins with bromamine-T is described. The method can be used in reactions with a wide range of olefins, both aromatic and aliphatic, as well as electron-rich and deficient olefins, leading to the regioselective formation of amidobrominated compounds.

  描述了二氧化碳（CO2）诱导的与溴氨-T的烯烃胺基溴化反应。该方法可用于多种烯烃的反应，包括芳香烯烃和脂肪烯烃，以及富电子和缺电子的烯烃，从而区域选择性地形成胺基溴化化合物。
• Palladium(ii)-promoted aziridination of olefins with bromamine T as the nitrogen transfer reagent
  作者：Alexandra M. M. Antunes、Susana J. L. Marto、Paula S. Branco、Sundaresan Prabhakar、Ana M. Lobo

  DOI：10.1039/b008701g

  日期：——

  The palladium(II)-promoted reaction of a variety of olefins and bromamine T, as the nitrogen atom transfer reagent, provided N-tosyl-2-substituted aziridines under mild conditions.

  钯（II）促进的多种烯烃与溴胺T作为氮原子转移试剂的反应，在温和条件下生成了N-托烷磺酰-2-取代的氮杂环。
• Palladium(II) mediated aziridination of olefins with bromamine-T as the nitrogen source: scope and mechanism
  作者：Alexandra M.M. Antunes、Vasco D.B. Bonifácio、Susana C.C. Nascimento、Ana M. Lobo、Paula S. Branco、Sundaresan Prabhakar

  DOI：10.1016/j.tet.2007.05.020

  日期：2007.7

  The palladium(II)-promoted reaction of a variety of olefins and bromamine-T provided N-tosyl-2-substituted aziridines under mild conditions. Olefins bearing chiral appendages gave only a poor to modest diastereoselectivity. Appropriate deuterated olefins were selected to study the stereochemistry of the reaction. A Pd(IV) intermediate is proposed as the aziridinating species. (C) 2007 Elsevier Ltd. All rights reserved.