1,3-dipolar cycloaddition of Isatin-derived azomethine ylides with 2 H-azirines: Stereoselective synthesis of 1,3-diazaspiro[bicyclo[3.1.0]hexane]oxindoles

Anikó Angyal, András Demjén, Veronika Harmat, János Wölfling, László G. Puskás, Iván Kanizsai

Research output: Article

6 Citations (Scopus)

Abstract

A regio- A nd diastereoselective 1,3-dipolar cycloaddition of 2H-azirines with azomethine ylides generated in situ from isatins and α-amino acids has been elaborated, affording an unprecedented aziridine-fused spiro[imidazolidine-4,3′-oxindole] framework. This one-pot three-component reaction tolerates a wide range of substrates and enables the construction of highly diverse 1,3-diazaspiro[bicyclo[3.1.0]hexane]oxindoles in isolated yields up to 81% under mild conditions.

Original languageEnglish
Pages (from-to)4273-4281
Number of pages9
JournalJournal of Organic Chemistry
Volume84
Issue number7
DOIs
Publication statusPublished - ápr. 5 2019

ASJC Scopus subject areas

  • Organic Chemistry

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