1,3‐Dipolar Cycloadditions: Synthesis of Fused Bicyclic Pyrazolidinones Through Azomethine Imine Cycloaddition With Oxabicyclic Alkene
Abstract
ABSTRACT The catalyst‐free 1,3‐dipolar cycloaddition of an oxabicyclic alkene with N,N′‐cyclic azomethine imine has been developed. Various fused N,N′‐bicyclic pyrazolidinone derivatives were conveniently synthesized in good yield with high diastereoselectivity. We utilized an oxabicyclic alkene as a dipolarophile for the first time in the [3 + 2] cycloaddition of N,N′‐cyclic azomethine imine. The relative configuration of the cycloaddition product was determined by single‐crystal X‐ray diffraction analysis.
Fields of Study & Subjects
Organic Chemistry Cycloaddition Reactions
Asymmetric Synthesis and Catalysis
Synthesis of heterocyclic compounds
Publication details
- Journal / source
- Journal of Heterocyclic Chemistry
- Volume
- 63
- Issue
- 5
- Pages
- 799–808
- Publication date
- 15 February 2026
- Language
- EN