(3+2) CYCLOADDITION OF <i>N</i>-BENZYLAZOMETHINE METHYLIDE WITH 4-ARYLIDENE-1<i>H</i>-IMIDAZOLE-5(4<i>H</i>)-ONES

Authors

  • Андрей В. Кулешов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia Moscow M. V. Lomonosov State University, 1, Build. 3 Leninskie Gory, Moscow 119991, Russia
  • Павел Н. Сольев Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, 32 Vavilova St., Moscow 119991, Russia
  • Александр Д. Володин A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., Moscow 119991, Russia
  • Александр А. Корлюков Институт элементоорганических соединений им. А. Н. Несмеянова, ул. Вавилова, 28, Москва 119991, Россия
  • Михаил С. Баранов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia
  • Андрей А. Михайлов Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 16/10 Miklukho-Maklaya St., Moscow 117997, Russia

DOI:

https://doi.org/10.1007/5421

Keywords:

azomethine ylides, imidazole, pyrrolidine, spirocyclic compounds, (3 2) cycloaddition.

Abstract

4-Arylidene-1H-imidazol-5(4H)-ones react with N-benzylazomethine methylide under trifluoroacetic acid catalysis to form 9-aryl-1,3,7-triazaspiro[4.4]non-1-en-4-ones in 66–95% yields as one diastereomer in each case.

 

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Published

2020-01-31

Issue

Vol. 56 No. 1 (2020)

Section

Short Communications