Issue 4, 2025

One-pot synthesis of symmetrical bis-sulfonyl 2,6-diarylpyridines via BiCl3-catalyzed and K2S2O8-mediated domino annulation of β-ketosulfones and N,N-dimethylacetamide

Abstract

In this study, BiCl3-promoted and K2S2O8-mediated synthesis of diverse bis-sulfonyl 2,6-diarypyridines was developed via one-pot stepwise (2C + 2C + 1C + 1N) annulation of two molecules of β-ketosulfone and N,N-dimethylacetamide (DMAC). In the entire process, DMAC acts as the synthon of one carbon and one nitrogen in the construction of the pyridine skeleton via cascade formation of single (C–C/C–N) and double (C[double bond, length as m-dash]C/C[double bond, length as m-dash]N) bonds under refluxing DMAC conditions.

Graphical abstract: One-pot synthesis of symmetrical bis-sulfonyl 2,6-diarylpyridines via BiCl3-catalyzed and K2S2O8-mediated domino annulation of β-ketosulfones and N,N-dimethylacetamide

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Article information

Article type
Paper
Submitted
18 Oct 2024
Accepted
25 Nov 2024
First published
25 Nov 2024

Org. Biomol. Chem., 2025,23, 844-853

One-pot synthesis of symmetrical bis-sulfonyl 2,6-diarylpyridines via BiCl3-catalyzed and K2S2O8-mediated domino annulation of β-ketosulfones and N,N-dimethylacetamide

M. Chang and C. Lin, Org. Biomol. Chem., 2025, 23, 844 DOI: 10.1039/D4OB01681E

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