(S)-4-Methyl-N-(1-phenyl-3-(phenylselanyl)propan-2-yl) benzenesulfonamide | 206361-02-6

• 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)-4-Methyl-N-(1-phenyl-3-(phenylselanyl)propan-2-yl) benzenesulfonamide
• 英文别名: 4-methyl-N-(1-phenyl-3-phenylselanylpropan-2-yl)benzenesulfonamide
• CAS: 206361-02-6
• 化学式: C₂₂H₂₃NO₂SSe
• 分子量: 444.456
• InChiKey: VYSXQGHVFROYQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-4-Methyl-N-(1-phenyl-3-(phenylselanyl)propan-2-yl) benzenesulfonamide 在 偶氮二异丁腈 、 三正丁基氢锡 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 2-benzyl-4-methyl-1-tosylpyrrolidine
  参考文献：
  名称：

  Pyrrolidines from olefins via radical cyclization

  摘要：

  2,4-Disubstituted N-tosylpyrrolidines were prepared from olefins via N-tosylaziridination, benseneselenolate ring-opening and reductive radical cyclization. Azidoselenation of olefins, followed by reduction, N-tosylation, N-allylation and reductive radical cyclization, afforded 3,4-disubstituted N-tosylpyrrolidines. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00217-2
• 作为产物：
  描述：

  [(N-tosylimino)iodo]benzene 在 Cu(I)-salt 作用下， 以 乙醇 、 乙腈 为溶剂， 生成 (S)-4-Methyl-N-(1-phenyl-3-(phenylselanyl)propan-2-yl) benzenesulfonamide
  参考文献：
  名称：

  Pyrrolidines from olefins via radical cyclization

  摘要：

  2,4-Disubstituted N-tosylpyrrolidines were prepared from olefins via N-tosylaziridination, benseneselenolate ring-opening and reductive radical cyclization. Azidoselenation of olefins, followed by reduction, N-tosylation, N-allylation and reductive radical cyclization, afforded 3,4-disubstituted N-tosylpyrrolidines. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00217-2

文献信息

• Regioselective ring-opening of aziridines with diselenides and disulfides using the Zn/AlCl₃system
  作者：Barahman Movassagh、Elaheh Salehi Morovat

  DOI：10.1080/17415993.2011.551938

  日期：2011.4

  An efficient Zn/AlCl3-promoted highly regioselective one-pot procedure has been demonstrated for the synthesis of β -amino selenides and sulfides from a variety of diselenides/disulfides and aziridines by reductive cleavage of Se–Se and S–S bonds using the Zn/AlCl3 system in acetonitrile under very mild conditions.

  一种高效的 Zn/AlCl3 促进的高度区域选择性一锅法已被证明用于通过使用 Zn 还原裂解 Se-Se 和 S-S 键从各种二硒化物/二硫化物和氮丙啶合成 β-氨基硒化物和硫化物/ 体系的乙腈溶液，条件非常温和。
• O-(tert-butyl) Se-phenyl selenocarbonate: A convenient, bench-stable and metal-free precursor of benzeneselenol
  作者：Andrea Temperini、Carlo Siciliano

  DOI：10.1016/j.tet.2020.131311

  日期：2020.7

  A study by our laboratory shows that air, light and moisture stable O-(tert-butyl) Se-phenyl selenocarbonate could be employed as a safer, practical and efficient alternative to generate "in situ" benzeneselenol or benzeneselenolate anion under different and transition metal-free conditions. This procedure seems to be of general application since the nucleophilic selenium species obtained can be trapped by electrophiles such as alkyl halides, epoxides and electron-deficient alkenes and alkynes under different reaction conditions. (C) 2020 Elsevier Ltd. All rights reserved.