Issue 26, 2024

Cu(ii)-catalyzed annulation of α,β-unsaturated ketoxime acetates with 3-formylchromones for the synthesis of functionalized 2,4-diarylpyridines

Abstract

A novel synthesis method has been developed for the construction of functionalized 2,4-diarylpyridines. The reaction involves several key processes, including a reduction reaction, Michael reaction, decarboxylation, intramolecular cyclization, oxidation, ring-opening and aromatization reaction. All of these processes are facilitated by heating a mixture of the starting materials in an environmentally benign solvent, propylene carbonate (PC), with the oxidant (air) and the catalyst Cu(OAc)2. This cascade reaction not only forms two new bonds but also cleaves three existing bonds in a single pot. The protocol presented in this study is a valuable tool for synthesizing functionalized unsymmetrical 2,4-diarylpyridines.

Graphical abstract: Cu(ii)-catalyzed annulation of α,β-unsaturated ketoxime acetates with 3-formylchromones for the synthesis of functionalized 2,4-diarylpyridines

Supplementary files

Article information

Article type
Paper
Submitted
10 Apr 2024
Accepted
04 Jun 2024
First published
05 Jun 2024

New J. Chem., 2024,48, 11682-11687

Cu(II)-catalyzed annulation of α,β-unsaturated ketoxime acetates with 3-formylchromones for the synthesis of functionalized 2,4-diarylpyridines

J. Yang, X. Hu, K. Zhao, K. Huang and S. Yan, New J. Chem., 2024, 48, 11682 DOI: 10.1039/D4NJ01648C

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