Copper-catalyzed aerobic annulation of hydrazones with dienones: an efficient route to pyrazole-linked hybrid molecules

A copper-catalyzed aerobic [3 + 2] annulation reaction to access various pyrazole-bound chalcones starting from readily available and cost-effective hydrazones and dienones is reported. These pyrazole-bound chalcones were further utilized effectively to prepare a series of pyrazole-linked hybrid mol...

Full description

Saved in:
Bibliographic Details
Published in:Organic & biomolecular chemistry 2024-08, Vol.22 (32), p.6631-6637
Main Authors: Nayak, Kalinga H, Jijin, Robert K, Sreelekha, Mariswamy K, Babu, Beneesh P
Format: Article
Language:English
Subjects:
Atom economy
Catalysis
Chemical reactions
Copper
Hybrids
Hydrazones
Organic chemistry
Pyrazole
Pyrazoles
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A copper-catalyzed aerobic [3 + 2] annulation reaction to access various pyrazole-bound chalcones starting from readily available and cost-effective hydrazones and dienones is reported. These pyrazole-bound chalcones were further utilized effectively to prepare a series of pyrazole-linked hybrid molecules, such as pyrazole-pyrazoline, pyrazole-aziridine, and pyrazole-pyridine hybrids by efficient simple transformations. Synthetically challenging hybrid molecules were obtained in a simple, two-step process with high atom economy under aerobic copper catalysis. A two-step method to synthesize functionalized pyrazole-aziridine, pyrazole-pyrazoline and pyrazole-pyridine hybrids is reported under aerobic copper catalysis using abundant and cost-effective hydrazones and dibenzylideneacetones.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob00825a