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December 10, 2025European Journal of Organic Chemistry2 citations

Gold‐Catalyzed Redox Cycloisomerization/3+2 Dipolar Cycloaddition Domino Reactions: Construction of Isoxazolidine‐Containing Polycyclic Scaffolds

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WZWei ZhaoSWSining WangHXHaixing Xu

Key Points

  • This research focuses on efficient reactions to create isoxazolidine-containing polycyclic structures.
  • Utilized gold(I)-catalyzed redox cycloisomerization and domino reactions
  • Employed o-(alkynyl)nitrobenzenes as starting materials
  • Generated α‐oxo gold carbenes and nitrones during the process
  • Produced diverse isoxazolidine-containing polycyclic scaffolds
  • Achieved moderate to good yields
  • Observed excellent diastereoselectivities in product formation.

Abstract

Herein, we described an efficient gold(I)‐catalyzed redox cycloisomerization/3+2 dipolar cycloaddition domino reaction of o ‐(alkynyl)nitrobenzenes. The domino process involves the in situ generation of α‐oxo gold carbenes via intramolecular redox reactions of alkynes and nitro functional groups, followed by the formation of nitrones and subsequent intramolecular 3+2 dipolar cycloaddition reaction to furnish a diverse array of complex isoxazolidine‐containing polycyclic scaffolds in moderate to good yields, with up to excellent diastereoselectivities.

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Cite This Study

Zhao et al. (2025) studied this question.

synapsesocial.com/papers/69401d542d562116f28f87a4https://doi.org/10.1002/ejoc.202501012
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