N-ethylallylsulfonamide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: N-ethylallylsulfonamide
• 英文别名: N-ethylprop-2-ene-1-sulfonamide
• 化学式: C₅H₁₁NO₂S
• 分子量: 149.214
• InChiKey: AHVHFJGXSUSFAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-ethylallylsulfonamide 在 三甲基溴硅烷 作用下， 以 neat (no solvent) 为溶剂， 反应 40.0h， 以53%的产率得到4-bromo-2-ethylisothiazolidine 1,1-dioxide
  参考文献：
  名称：

  Solvent-Free, Metal-Free, Aza-Prins Cyclization: Unprecedented Access to δ-Sultams

  摘要：

  Aza-Prins and the pauper: Aza-Prins cyclization between γ,δ-unsaturated tosylamines and aldehydes was successfully performed under solvent-free and metal-free conditions. When applied to β,γ-unsaturated sulfonamides, the corresponding δ-sultams were isolated in good yields (see scheme). This approach constitutes a new route to cyclic sulfonamides.

  DOI：

  10.1002/chem.201203415
• 作为产物：
  描述：

  2-丙烯-1-磺酰氯 、 乙胺 以 乙腈 为溶剂， 生成 N-ethylallylsulfonamide
  参考文献：
  名称：

  Solvent-Free, Metal-Free, Aza-Prins Cyclization: Unprecedented Access to δ-Sultams

  摘要：

  Aza-Prins and the pauper: Aza-Prins cyclization between γ,δ-unsaturated tosylamines and aldehydes was successfully performed under solvent-free and metal-free conditions. When applied to β,γ-unsaturated sulfonamides, the corresponding δ-sultams were isolated in good yields (see scheme). This approach constitutes a new route to cyclic sulfonamides.

  DOI：

  10.1002/chem.201203415

文献信息

• A new, practical access to amidyl radicals
  作者：C�cile Moutrille、Samir Z. Zard

  DOI：10.1039/b405545d

  日期：——

  Amidyl radicals are readily generated from N-allylsulfonimides by the action of a xanthate and a small amount of a peroxide as initiator. The process involves extrusion of sulfur dioxide from an N-amidosulfonyl radical by rupture of the nitrogen-sulfur bond; in some cases, the N-amidosulfonyl radical is prematurely captured by the internal olefinic trap.

  在黄原酸盐和少量过氧化物作为引发剂的作用下，N-烯丙基磺酰亚胺很容易生成脒基。在此过程中，氮硫键断裂，N-酰胺基磺酰基中的二氧化硫被挤出；在某些情况下，N-酰胺基磺酰基会被内部的烯烃阱过早捕获。
• Solvent-Free, Metal-Free, Aza-Prins Cyclization: Unprecedented Access to δ-Sultams
  作者：Damien Clarisse、Béatrice Pelotier、Fabienne Fache

  DOI：10.1002/chem.201203415

  日期：2013.1.14

  Aza-Prins and the pauper: Aza-Prins cyclization between γ,δ-unsaturated tosylamines and aldehydes was successfully performed under solvent-free and metal-free conditions. When applied to β,γ-unsaturated sulfonamides, the corresponding δ-sultams were isolated in good yields (see scheme). This approach constitutes a new route to cyclic sulfonamides.