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The Journal of Organic Chemistry· 2026Q2

Asymmetric Copper-Catalyzed Propargylation of 5-Aminopyrazoles with Propargylic Acetates

Jiaqi Pu, Zhifei Zhao, Shiwu Li

Short summary

A new asymmetric copper-catalyzed reaction enables the propargylation of 5-aminopyrazoles using propargylic acetates, yielding chiral products with up to 99:1 enantiomeric ratio (er).

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

Key points

  • Developed an asymmetric copper-catalyzed propargylation of 5-aminopyrazoles with propargylic acetates.
  • Achieved high enantioselectivity, with products reported up to 99:1 er.
  • Obtained products in 51–98% yields across a wide range of substrates.
  • Demonstrated practicality through gram-scale reactions and synthetic transformations.

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

Abstract

Abstract An asymmetric copper-catalyzed propargylic substitution reaction of propargylic acetates with ambident 5-aminopyrazoles was developed. Under optimized conditions, the relevant products with a wide range of substrates and good functional tolerance were obtained in 51–98% yields and up to 99:1 er. A gram-scale reaction and synthetic transformations demonstrated the practicality, delivering chiral γ-aryl-substituted propargylic products with high enantioselectivity.

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

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Field: Organic Chemistry

Organic ChemistryChemistry