N-(α-benzotriazolylbenzyl)pyrrolidine | 127136-94-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: N-(α-benzotriazolylbenzyl)pyrrolidine
• 英文别名: 1-[Phenyl(pyrrolidin-1-yl)methyl]benzotriazole
• CAS: 127136-94-1
• 化学式: C₁₇H₁₈N₄
• 分子量: 278.357
• InChiKey: RTGMIMQZBYZMPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  34
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(α-benzotriazolylbenzyl)pyrrolidine 在 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  EPR Studies on the SmI₂-Promoted Coupling of N-(N‘,N‘-Dialkylaminoalkyl)benzotriazoles

  摘要：

  [GRAPHICS]Radicals generated in the Sml(2)-promoted coupling of N-(N',N'-dialkylaminoalkyl)benzotriazoles 1 have been detected using the EPR spin-trapping technique, Single electron transfer (SET) between 1 and Sml(2) is discussed as a mechanism for the formation of the radicals.

  DOI：

  10.1021/ol9902733
• 作为产物：
  描述：

  四氢吡咯 、 T406石油添加剂 、 苯甲醛 生成 N-(α-benzotriazolylbenzyl)pyrrolidine
  参考文献：
  名称：

  EPR Studies on the SmI₂-Promoted Coupling of N-(N‘,N‘-Dialkylaminoalkyl)benzotriazoles

  摘要：

  [GRAPHICS]Radicals generated in the Sml(2)-promoted coupling of N-(N',N'-dialkylaminoalkyl)benzotriazoles 1 have been detected using the EPR spin-trapping technique, Single electron transfer (SET) between 1 and Sml(2) is discussed as a mechanism for the formation of the radicals.

  DOI：

  10.1021/ol9902733

文献信息

• Aminal exchange
  作者：Alan R. Katritzky、Konstantina Yannakopoulou、Hengyuan Lang

  DOI：10.1039/p29940001867

  日期：——

  Reactions of N-(α-benzotriazolylalkyl)-N,N-dialkylamines with the dialkylamine corresponding to the dialkylamino substituent afford symmetrical aminals in good yields. Treatment with other dialkylamines gives mixtures of the unsymmetrical and the two symmetrical aminals. Cross-over experiments of symmetrical aminals demonstrates interconversions involving iminium ions and that equilibria exist in the

  的反应ñ - （α-benzotriazolylalkyl） - ñ，Ñ -dialkylamines与对应于二烷基氨基取代基，得到良好的收率对称缩醛胺的二烷基胺。用其他二烷基胺处理得到不对称的和两个对称的缩醛的混合物。对称缩醛胺的交叉实验表明，亚胺离子相互转化，并且系统中存在平衡。
• A General Method for the Preparation of β-Aminoesters
  作者：Alan R. Katritzky、Konstantina Yannakopoulou

  DOI：10.1055/s-1989-27381

  日期：——

  3-Dialkylamino (3) and 3-benzyloxycarbonylamino (6) esters are prepared by the Reformatsky reaction of 1-dialkylamino-(1) and 1-benzyloxycarbonylamino-(5) 1-(1-benzotriazolyl)alkanes with ethyl 2-bromoalkanoates. Compounds 1 and 5 are obtained by the condensation of benzotriazole, an aldehyde, and a secondary amine or benzyl carbamate. The procedure can be performed by as a one-pot reaction from benzotriazole.

  通过 1-二烷基氨基-(1)和 1-苄氧羰基氨基-(5)1-(1-苯并三唑基)烷与 2-溴烷酸乙酯的 Reformatsky 反应制备 3-二烷基氨基 (3) 和 3-苄氧羰基氨基 (6)酯。化合物 1 和 5 由苯并三唑、醛和仲胺或氨基甲酸苄酯缩合而成。该过程可通过苯并三唑的一次反应完成。
• KATRITZKY, ALAN R.;YANNAKOPOULOU, KONSTANTINA, SYNTHESIS,(1989) N0, C. 747-751
  作者：KATRITZKY, ALAN R.、YANNAKOPOULOU, KONSTANTINA

  DOI：——

  日期：——
• EPR Studies on the SmI₂-Promoted Coupling of <i>N</i>-(<i>N</i>‘,<i>N</i>‘-Dialkylaminoalkyl)benzotriazoles
  作者：Alan R. Katritzky、Hai-Ying He、Guofang Qiu、Peter J. Bratt、Sidney H. Parrish、Alexander Angerhofer

  DOI：10.1021/ol9902733

  日期：1999.12.1

  [GRAPHICS]Radicals generated in the Sml(2)-promoted coupling of N-(N',N'-dialkylaminoalkyl)benzotriazoles 1 have been detected using the EPR spin-trapping technique, Single electron transfer (SET) between 1 and Sml(2) is discussed as a mechanism for the formation of the radicals.