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The Journal of Organic Chemistry· 2026Q2

Regio- and Diastereo-Controlled (5 + 2) Cycloaddition of gem -Difluorocyclopropenes and Oxidopyridinium Ions

Jing Liu, Junying Zhang, Kailiang Ding, Guoxin Yang et al.

Short summary

A new (5 + 2) cycloaddition method directly synthesizes 3,3-difluoro-9-azatricyclo[3.3.1.02,4]nonanes from gem-difluorocyclopropenes and oxidopyridinium ions.

AI-generated from the title and abstract; the full text is not read.

Key points

  • Developed a direct (5 + 2) cycloaddition for synthesizing 3,3-difluoro-9-azatricyclo[3.3.1.02,4]nonanes.
  • Utilizes gem-difluorocyclopropenes and oxidopyridinium ions as starting materials.
  • Achieves moderate to good yields with exclusive exo-selectivity.
  • Demonstrated synthetic utility via gram-scale reaction and derivatization.

AI-generated from the title and abstract; the full text is not read.

Abstract

Abstract A method for the direct synthesis of 3,3-difluoro-9-azatricyclo[3.3.1.02,4]nonanes via a (5 + 2) cycloaddition between a gem-difluorocyclopropene and an oxidopyridinium ion is reported. This approach furnishes the products in moderate to good yields, with exclusive exo-selectivity and broad substrate compatibility. Its synthetic utility is further demonstrated by a gram-scale reaction and derivatization studies.

The authors' abstract, as published at the source. The Journal of Organic Chemistry, 2026 · DOI ↗

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Field: Pharmaceutical Science

Pharmaceutical SciencePharmacology, Toxicology and Pharmaceutics