Acenaphthenequinone-Based Stabilized Azomethine Ylides in (3+2) Cycloaddition Reactions with 1,5-diarylpent-4-ene-1,3-diones

被引:0
作者
Nikolay S. Zimnitskiy
Alexey Yu. Barkov
Igor B. Kutyashev
Vladislav Yu. Korotaev
Vyacheslav Ya. Sosnovskikh
机构
[1] Institute of Natural Sciences and Mathematics of Ural Federal University named after the first President of Russia B. N. Yeltsin,
来源
Chemistry of Heterocyclic Compounds | 2021年 / 57卷
关键词
azomethine ylides; (; )-1,5-diarylpent-4-ene-1,3-diones; L-phenylglycine; L-proline; spiro[acenaphthylenepyrroli(zi)din]-2-ones; L-thiaproline; 1,3-dipolar cycloaddition;
D O I
暂无
中图分类号
学科分类号
摘要
A regio- and stereoselective method for the synthesis of spiro[acenaphthylenepyrroli(zi)din]-2-ones containing a 1,3-diketone fragment in their structure in 57–93% yields was developed. The method is based on (3+2) cycloaddition of azomethine ylides generated in situ from acenaphthenequinone and α-amino acids (L-(thia)proline, L-phenylglycine) to (E)-1,5-diarylpent-4-ene-1,3-diones in EtOH at 60–70°C for 4–8 h.
引用
收藏
页码:743 / 750
页数:7
相关论文
共 31 条
  • [1] Kumar RS(2019)undefined Bioorg. Chem. 91 103180-undefined
  • [2] Antonisamy P(2013)undefined Bioorg. Med. Chem. Lett. 23 1383-undefined
  • [3] Almansour AI(2013)undefined Eur. Chem. Bull. 2 1004-undefined
  • [4] Arumugam N(2018)undefined RSC Adv. 8 16303-undefined
  • [5] Al-thamili DM(2020)undefined Ya. J. Org. Chem. 85 8683-undefined
  • [6] Kumar RR(undefined)undefined undefined undefined undefined-undefined
  • [7] Kim H-R(undefined)undefined undefined undefined undefined-undefined
  • [8] Kwon K-B(undefined)undefined undefined undefined undefined-undefined
  • [9] Wei AC(undefined)undefined undefined undefined undefined-undefined
  • [10] Ali MA(undefined)undefined undefined undefined undefined-undefined