A 1,3-DIPOLAR CYCLOADDITION OF AZOMETHINE YLIDES TO IMIDAZO[4,5-<i>e</i>]THIAZOLO[2,3-<i>c</i>][1,2,4]TRIAZINE OXINDOLYLIDENE DERIVATIVES IN THE SYNTHESIS OF NOVEL SPIROOXINDOLE DERIVATIVES

Authors

  • Алексей Н. Изместьев N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Ангелина Н. Кравченко N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Галина А. Газиева N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia

DOI:

https://doi.org/10.1007/7444

Keywords:

azomethinylides, oxindoles, spirooxindoles, spiropyrrolidineoxindoles, [3 2] cycloaddition.

Abstract

The stereochemistry of the 1,3-dipolar cycloaddition reaction of azomethine ylides to oxindolylidene derivatives of imidazo[4,5-e]thiazolo[2,3-c][1,2,4]triazine leading to a mixture of diastereomeric derivatives of dispiro[imidazothiazolotriazine-7,3'-pyrrolidine-4',3''-oxindole] was studied. It was shown that the corresponding syn- and anti-stereoisomers can be isolated individually by fractional crystallization from reaction mixtures without the use of chromatographic methods.

 

Author Biography

Алексей Н. Изместьев, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia

Кандидат химических наук, научный сотрудник Лаборатории азотсодержащих соединений ИОХ РАН

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Published

2023-09-04

Issue

Vol. 59 No. 8 (2023)

Section

Original Papers