1-Benzyl-2-isopropyl-4-phenylselanyl-pyrrolidine | 188302-58-1

• 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: 1-Benzyl-2-isopropyl-4-phenylselanyl-pyrrolidine
• 英文别名: 1-Benzyl-4-phenylselanyl-2-propan-2-ylpyrrolidine
• CAS: 188302-58-1
• 化学式: C₂₀H₂₅NSe
• 分子量: 358.385
• InChiKey: HVORKOBHXJINJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Benzyl-2-isopropyl-4-phenylselanyl-pyrrolidine 在 苯基溴化硒 作用下， 生成 1-Benzyl-4-bromo-2-isopropyl-pyrrolidine
  参考文献：
  名称：

  Synthesis of azetidines by electrophilic selenium-induced cyclization of homoallylic benzylamines

  摘要：

  Homoallyl benzylamines, prepared by allylation of the corresponding N-benzylimines, have been subjected to a selenium-induced cyclization under various conditions. At room temperature, the 4-exo and the 5-endo modes are competitive. In acetonitrile, the azetidine has been isolated as the major cyclization product, especially for homoallylamines derived from ketimines. With an excess of selenium reagent, 3-halopyrrolidines have been obtained. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00028-2
• 作为产物：
  描述：

  N-benzyl-2-methylpropan-1-imine 在 sodium carbonate 、 magnesium 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 1-Benzyl-2-isopropyl-4-phenylselanyl-pyrrolidine
  参考文献：
  名称：

  Synthesis of azetidines by electrophilic selenium-induced cyclization of homoallylic benzylamines

  摘要：

  Homoallyl benzylamines, prepared by allylation of the corresponding N-benzylimines, have been subjected to a selenium-induced cyclization under various conditions. At room temperature, the 4-exo and the 5-endo modes are competitive. In acetonitrile, the azetidine has been isolated as the major cyclization product, especially for homoallylamines derived from ketimines. With an excess of selenium reagent, 3-halopyrrolidines have been obtained. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00028-2

文献信息

• Regioselective synthesis of azetidines or pyrrolidines by selenium-induced cyclization of secondary homoallylic amines
  作者：Xavier Franck、Stéphane Leleu、Francis Outurquin

  DOI：10.1016/j.tetlet.2010.06.087

  日期：2010.8

  Azetidines or pyrrolidines can be regioselectively obtained by selenocyclization of homoallylic amines, according to the double bond substitution (C) 2010 Elsevier Ltd All rights reserved