1-(2-oxo-2-(thiophen-2-yl)ethyl)pyrrolidine-2,5-dione | 1249277-99-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-oxo-2-(thiophen-2-yl)ethyl)pyrrolidine-2,5-dione
• 英文别名: 1-(2-Oxo-2-thiophen-2-ylethyl)pyrrolidine-2,5-dione
• CAS: 1249277-99-3
• 化学式: C₁₀H₉NO₃S
• mdl: MFCD16040366
• 分子量: 223.252
• InChiKey: PPJHSYWTMMBOBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  82.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-乙酰基噻吩 、 N-溴代丁二酰亚胺(NBS) 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以83%的产率得到1-(2-oxo-2-(thiophen-2-yl)ethyl)pyrrolidine-2,5-dione
  参考文献：
  名称：

  One-Pot Cascade Leading to Direct α-Imidation of Ketones by a Combination of N-Bromosuccinimide and 1,8-Diazabicyclo[5.4.1]undec-7-ene

  摘要：

  A one-pot cascade transformation of ketones into alpha-imidoketones has been developed, in which N-bromosuccinimide (NBS) provides both electrophilic bromine and nucleophilic nitrogen sources, and diazabicyclo[5.4.1]undec-7-ene (DBU) functions as a base and a nucleophilic promoter for the activation of NBS. alpha-Bromination is supposed as the key step in the process, which takes place between more electrophilic bromide active species and enolates.

  DOI：

  10.1021/ol301871s

文献信息

• A facile transformation of alkynes into α-amino ketones by an N-bromosuccinimide-mediated one-pot strategy
  作者：Ting Wei、Yongming Zeng、Wei He、Lili Geng、Liang Hong

  DOI：10.1016/j.cclet.2018.03.031

  日期：2019.2

  Abstract A facile transformation of alkynes into α-amino ketones by an N-bromosuccinimide-mediated one-pot cascade strategy is described. A variety of α-amino ketones are obtained in moderate to good yields under mild conditions. To overcome the multi-step synthesis, N-bromosuccinimide is involved in multiple tasks, playing a key role in the reaction course.

  摘要描述了一种由N-溴代琥珀酰亚胺介导的一锅级联策略将炔烃轻松转化为α-氨基酮的方法。在温和的条件下，以中等至良好的产率获得了多种α-氨基酮。为了克服多步骤合成，N-溴代琥珀酰亚胺涉及多个任务，在反应过程中起关键作用。
• One-Pot Cascade Leading to Direct α-Imidation of Ketones by a Combination of <i>N</i>-Bromosuccinimide and 1,8-Diazabicyclo[5.4.1]undec-7-ene
  作者：Ying Wei、Shaoxia Lin、Fushun Liang

  DOI：10.1021/ol301871s

  日期：2012.8.17

  A one-pot cascade transformation of ketones into alpha-imidoketones has been developed, in which N-bromosuccinimide (NBS) provides both electrophilic bromine and nucleophilic nitrogen sources, and diazabicyclo[5.4.1]undec-7-ene (DBU) functions as a base and a nucleophilic promoter for the activation of NBS. alpha-Bromination is supposed as the key step in the process, which takes place between more electrophilic bromide active species and enolates.